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157 results about "Quaternary carbon" patented technology

A quaternary carbon is a carbon atom bound to four other carbon atoms. For this reason, quaternary carbon atoms are found only in hydrocarbons having at least five carbon atoms.

Method for synthesizing mirogabalin besilate

PCT designated stage expiredWO2025118134A1Organic compound preparationCarboxylic acid nitrile preparationMirogabalinNitro reduction
A method for synthesizing mirogabalin besilate. The method comprises the following steps: subjecting a chiral ketene and cyanoacetate to a condensation reaction under the action of ammonium acetate to obtain an unsaturated cyano ester, then subjecting the unsaturated cyano ester and nitromethane to a condensation reaction to obtain a nitro ester, subjecting the nitro ester to high-temperature de-esterification to obtain a chiral nitronitrile, then subjecting same to nitroreduction to obtain a chiral aminonitrile, subsequently hydrolyzing the chiral aminonitrile to obtain a mirogabalin free alkali, and finally salifying the mirogabalin free alkali and benzenesulfonic acid to obtain mirogabalin besilate. In the present invention, a chiral cyclobutane quaternary carbon center is stereoscopically and specifically constructed to obtain a chiral nitro ester having a single stereoscopic configuration, thereby preventing chiral isomer waste generated by chiral isomer resolution, such that chiral column separation or chiral resolution is not required, the production cost is significantly reduced, and the residue of heavy-metal titanium in a product and environmental pollution caused by solid waste heavy-metal titanium are also prevented.
Owner:ZHEJIANG TIANYU PHARMA

Optical monomer and preparation method thereof, composition, resin material and preparation method thereof

The invention discloses an optical monomer and a preparation method thereof, a composition, a resin material and a preparation method thereof. The optical monomer provided by the invention comprises a quaternary carbon structure and a side chain connected with the quaternary carbon structure through an ester bond. The side chain comprises a thioether chain segment connected with an ester bond, an aromatic group connected with the thioether chain segment and an epoxy group connected with the thioether chain segment. The optical monomer provided by the embodiment of the invention takes a quaternary carbon structure as a core skeleton, and a side chain sequentially comprises an aromatic group, a thioether chain segment and a terminal epoxy group. A thioether structure with high polarizability and an aromatic group are introduced into the molecular design of the optical monomer, so that the refractive index and the optical transparency of a resin material are remarkably improved. And the rigidity of the epoxy aromatic ring is beneficial to improving the thermal stability and mechanical strength of the resin material. The epoxy group at the tail end can react with conventional epoxy resin to form a compact network structure, so that the stability of the resin material is improved, and the yellowing tendency is reduced.
Owner:ZHUHAI MOJIE TECH CO LTD

Large-steric-hindrance nitrile compound as well as preparation method and application thereof

The invention discloses a large-steric-hindrance nitrile compound and a preparation method and application thereof.The preparation method comprises the steps that indole carbonate and benzyl isocyanide serve as reaction raw materials, and the nitrile compound with a large-steric-hindrance quaternary carbon center is prepared through a one-pot method in the presence of a metal salt catalyst and a solvent; the invention provides a large-steric-hindrance nitrile compound which has the advantages of higher step economy, atom economy, convenience in post-treatment, rapidness and high efficiency. The high-steric-hindrance nitrile compound is constructed in one step by using simple raw materials, has the advantages of cheap and easily available raw materials, simple and mild conditions, high atom economy, excellent yield and wide substrate range, provides a green synthesis method for efficient construction of a high-steric-hindrance nitrile compound skeleton, and is convenient for preparation of the high-steric-hindrance nitrile compound and application of the high-steric-hindrance nitrile compound in the field of drug preparation.
Owner:SUZHOU UNIV

Ten-membered ring zeolite catalyst used for production of aromatic compound from raw material alcohol having 1 to 4 carbon atoms

To provide a 10-membered ring zeolite catalyst with which aromatic compounds such as benzene, toluene, xylene, and the like can be produced from a raw material alcohol having 1 to 4 carbon atoms with high selectivity.SOLUTION: A 10-membered ring zeolite catalyst is obtained by a hydrothermal reaction of a raw material mixture containing water, a silicon source, an aluminum source, a hydroxide and a branched alcohol, in which the hydroxide is one or more selected from a group consisting of an alkali metal hydroxide and an alkaline earth metal hydroxide, and the branched alcohol has 5 or more carbon atoms and further has a quaternary carbon. The 10-membered ring zeolite catalyst is used for production of an aromatic compound from a raw material alcohol having 1 to 4 carbon atoms.SELECTED DRAWING: None
Owner:INSTITUTE OF SCIENCE TOKYO +1

A method for preparing an indole ketone compound containing a quaternary carbon center

ActiveCN116655517BOrganic chemistryChemical recyclingAlkaneOxidative cyclization
The present invention discloses a method for preparing an indolinone compound containing a quaternary carbon center. The target compound is obtained by subjecting N-arylacrylamide to an intramolecular tandem oxidative cyclization reaction initiated by the addition of an intramolecular alkyl radical with a tertiary alkane in the presence of a copper catalyst. This novel synthetic route for indolinone compounds containing a quaternary carbon center offers advantages such as high efficiency, relatively mild reaction conditions, a wide range of substrate applicability, and high atom and step economies, and has potential applications in pharmaceutical synthesis.
Owner:NANJING TECH UNIV

Preparation of N-alkoxyamine HALS from corresponding hydroxylamines

A process for the preparation of a compound of the sterically hindered alkoxyamine class is described, the process comprises the step of alkylating a sterically hindered hydroxylamine compound to a corresponding sterically hindered alkoxyamine by reacting said sterically hindered nitroxyl compound with a compound capable of producing a carbon-central alkyl radical, typically a territorial or secondary alkyl radical, the compounds capable of generating carbon-center alkyl radicals are selected from thermal radical initiators that form radical species in the temperature range of 40 DEG C to 200 DEG C, and from photoinitiators that undergo light excitation when irradiated with UV light or visible light in the range of 180 to 700 nm, in particular UV light in the range of 180 to 380 nm, the compounds capable of generating carbon center alkyl radicals are typically selected from the class of organic peroxides, azo compounds, benzoyl derivatives, benzophenone derivatives, thioxanthone derivatives, benzoin derivatives, benzoyl phosphine oxide derivatives, and the like. The invention relates to a peroxide, for example, selected from the group consisting of diacyl peroxides of formula (A), peracid esters of this formula (A), and oxalic acid peracid esters of formula (D) R-CO-O-O-Z-R (A), r-Z ''-X-CO-CO-O-O-Z''-R (D) wherein each R independently represents a primary or secondary alkyl or cycloalkyl group, preferably comprising from 1 to 15 carbon atoms, and X is oxygen-O-or peroxy-O-O-, Z represents CO or an alkylene group bonded to a quaternary carbon atom, the quaternary carbon atom being an alkylene group of formula (C) R '-C-R' (C), wherein each R'is selected from alkyl groups having 1 to 15 carbon atoms, and Z "represents the alkylene group bonded to a quaternary carbon atom having the formula (C). The described process produces the corresponding O-alkylated derivatives of the sterically hindered hydroxylamines, typically compounds of the class referred to as N-O-alkyl HALS, with very high selectivity and conversion and without the need for the use of catalysts, in particular metal catalysts.
Owner:GENE CHEMISTRY CO LTD

Synthesis method of glucoside containing chiral quaternary carbon

The invention discloses a synthesis method of chiral quaternary carbon glucoside, and belongs to the technical field of organic synthesis. The method disclosed by the invention comprises the following steps: a coupling reagent (aryl bromide, alkenyl bromide, alkynyl bromide, electron-deficient olefin and the like) and glucoside are fully reacted under the irradiation of purple light through catalysis of a photocatalyst or catalysis of the photocatalyst with one or more of a metal catalyst, a ligand and alkali, and the functionalized chiral quaternary carbon-containing glucoside is obtained. According to the invention, synthesis of the glucoside compound containing the chiral quaternary carbon center is realized by utilizing a light / metal concerted catalysis strategy. The method not only is mild in condition and wide in substrate adaptability, but also has the advantages of low cost, high atom utilization rate and economical steps due to the fact that simple and stable glucoside is directly used as a raw material. Through subsequent conversion, synthesis of an anti-cancer drug acetylcholine analogue can also be realized by containing chiral quaternary carbon glycoside, and the chiral quaternary carbon glycoside has a huge synthesis value.
Owner:WUHAN INST OF PHOTOCHEMICAL TECH

Method for catalytically synthesizing alpha-disubstituted ester, amide, malonic acid monoester or monoamide from disubstituted Meldrum's acid

The invention discloses a method for catalytically synthesizing alpha-disubstituted ester, amide, malonic acid monoester or monoamide from disubstituted Meldrum's acid. By developing a new strategy for promoting the ring-opening reaction of the disubstituted Meldrum's acid by alkali, the disubstituted malonic acid monoester or monoamide can be efficiently prepared, and compared with the previous method, the strategy can obtain the target product at the room temperature at the yield of 99%. The method successfully breaks through the limitation of the existing disubstituted malonic acid monoester synthesis method, and enriches the types of target compounds. Besides, a series of novel disubstituted malonic acid monoesters are obtained, and simple chemical conversion is applied to obtain a series of disubstituted malonic acid derivatives with quaternary carbon centers. Then, under the action of a chiral organic catalyst, chiral disubstituted malonic acid monoester is obtained with high yield and high enantioselectivity. And a solid foundation is laid for subsequent application of the compounds in subjects of materials, medicines and the like.
Owner:SUN YAT SEN UNIV

Method for preparing spirooxindole alkaloid Coerulescine natural product

The invention discloses a method for preparing a spirooxindole alkaloid Coerulescine natural product, which comprises the following steps: by taking an o-iodo aniline compound with a chiral sulfinyl prothetic group as a raw material, carrying out coordination induction on chiral sulfinyl as a prothetic group and metal copper, catalyzing a cyclization reaction of amide a-site arylation tandem methyl chloroformate by cuprous iodide, and carrying out condensation reaction on the chiral sulfinyl prothetic group and metal copper to obtain the spirooxindole alkaloid Coerulescine natural product, thereby obtaining the spirooxindole alkaloid Coerulescine natural product. A key aryl quaternary carbon center of a spirooxindole alkaloid Coerulescine natural product is constructed through a cascade reaction catalyzed by one-step cheap metal cuprous iodide, and then the spirooxindole alkaloid Coerulescine natural product is prepared through subsequent chemical conversion. The preparation method provided by the invention is mild in reaction condition and low in energy consumption, cheap metal cuprous iodide is adopted as a catalyst, a tandem cyclization reaction catalyzed by the cheap metal copper in the method is adopted as a key step, and an efficient and universal strategy is developed to synthesize the spirooxindole alkaloid Coerulescine natural product and analogues thereof.
Owner:QUJING NORMAL UNIV

Preparation method of adiponitrile derivative with complex skeleton

The invention discloses a preparation method of an adiponitrile derivative with a complex skeleton, which comprises the following steps: taking cheap and easily available terminal olefin, a safe and nontoxic cyano source azobisisobutyronitrile and a derivative thereof as initial raw materials, and carrying out cross-coupling reaction without a transition metal catalyst; an adiponitrile derivative with a complex skeleton and a plurality of all-carbon quaternary carbon centers is constructed in one step; the method is mild in condition, the reaction process is easy and convenient to operate, the substrate adaptability is wide, and the prepared adiponitrile derivative with the complex framework has the value as a functional material precursor.
Owner:KUNMING UNIV OF SCI & TECH

Chiral imide carboxylic acid double-rhodium complex as well as preparation method and application thereof

The invention discloses a chiral imide carboxylic acid double-rhodium complex as well as a preparation method and application thereof. The chiral imide carboxylic acid double-rhodium complex has a structure as shown in a formula (5) and is mainly characterized in that four imide carboxylic acid anions are coordinated to two rhodium atoms. The complex can catalyze an asymmetric (2 + 3) cyclization reaction of alkenyl amide and enol diazoacetate to obtain an aza-quaternary carbon chiral center functionalized five-membered ring. The synthesis route is simple, various binuclear rhodium complexes with different electrical properties and steric hindrances can be rapidly prepared, and a technical means is provided for establishment of a chiral binuclear rhodium compound library. # imgabs0 #
Owner:LANZHOU UNIV

A method for synthesizing a full carbon quaternary carbon cyclic ketone spirocyclic pseudoindole derivative

This invention discloses a method for synthesizing a full-carbon quaternary carbocyclic ketone-spirocyclic pseudoindole derivative. This method uses a metal carbonyl compound as a safe carbonyl source and involves a catalytic cycle from zero-valent palladium to divalent palladium. Specifically, it involves the oxidative addition of palladium(O) via a carbon-halogen bond, the coordination and migration insertion of CO to form a carbonyl palladium species, followed by nucleophilic attack of the indole C3 ring to achieve dearomatization of the indole ring, and then reductive elimination to obtain the full-carbon quaternary carbocyclic ketone-spirocyclic pseudoindole derivative. Specifically, compound 1 and the metal carbonyl compound Co2(CO)8 are reacted under heating conditions with palladium as a catalyst, organophosphine as a ligand, and sodium salt as a base to obtain the full-carbon quaternary carbocyclic ketone-spirocyclic pseudoindole molecule. This method is a novel synthetic method for full-carbon quaternary carbocyclic ketone-spirocyclic pseudoindole derivatives, solving the problems of existing technologies such as the need for multiple reaction steps, harsh reaction conditions, narrow substrate range, and high toxicity of starting materials.
Owner:JIANGSU OCEAN UNIV

Preparation method of quaternary carbon indole compound

The invention belongs to the field of chemical synthesis, and particularly relates to a method for catalytically synthesizing quaternary carbon indole compounds by DMAP. Specifically, in the presence of a catalyst DMAP, no transition metal catalyst or ligand is added, the 2-indolinone derivative shown in the formula C: # imgabs0 # is prepared from a compound shown in the formula A and a compound shown in the formula B, and the 2-indolinone derivative shown in the formula C: # imgabs0 # is obtained with good selectivity and yield, and R is phenyl or methyl.
Owner:SUZHOU NOVARTIS PHARMA TECHONOLOGY CO LTD

P-chiral phosphine oxides containing alkynyl or triazole functional groups, and methods of making and using the same

The application discloses a five-membered ring containing alkynyl or triazole functional group P The chiral phosphine oxide compound is obtained through Domino Heck-Sonogashira cascade reaction by taking a prochiral tertiary phosphine oxide compound containing a double ethylene group and phenylacetylene as raw materials, transition metal palladium catalyst and chiral TADDOL phosphoramidite ligand under the protection of inert gas P The chiral phosphine oxide compound has a product yield of 96% and an enantioselectivity ee value of 99%, and a diastereoselectivity dr value of greater than 20:1. The application adopts an asymmetric desymmetrization strategy, uses a Heck reaction to start and a Sonogashira reaction to end a cascade reaction, simultaneously constructs P The chiral and quaternary carbon chiral center has mild reaction conditions, simple operation and good substrate universality, provides a compound skeleton with diversity, and is successfully applied to a palladium-catalyzed asymmetric allyl substitution reaction as a chiral ligand.
Owner:GUANGDONG UNIV OF TECH

Method for preparing isopentenyl indole alkaloid Debromolustramine B

The invention discloses a method for preparing isopentenyl indole alkaloid Debromolustramine B. The isopentenyl indole alkaloid Debromolustramine B belongs to the technical field of organic synthesis, an o-bromo aniline aldehyde compound is used as an initial raw material, and on the basis of novel chiral p-toluene sulfinyl guidance, cheap copper catalysis amido alpha-position arylation and 3, 3-dimethyl allyl bromide cyclization reaction, the isopentenyl indole alkaloid Debromolustramine B is synthesized, and the isopentenyl indole alkaloid Debromolustramine B is obtained. According to the present invention, the key aryl quaternary carbon chiral center in the isopentenyl indole alkaloid Debomolustramine B is constructed, and the isopentenyl indole alkaloid Debomolustramine B with the butyrylcholine esterase inhibition activity is prepared through the subsequent series of chemical conversion, such that the material basis is provided for the further research of the natural product Debomolustramine B and the analogue thereof. The method has the advantages that the reaction conditions are mild, the cheap metal copper is used as the catalyst, the synthesis route is short, the energy consumption is low, the environmental protection is facilitated, and the large-scale chiral preparation of the isopentenyl indole alkaloid Debromofloutramine B is facilitated; the method also has the characteristics of relatively good atom economy and high product yield.
Owner:QUJING NORMAL UNIV

A method for synthesizing chiral cyano-containing all-carbon quaternary carbon cyclic compounds

This application discloses a method for synthesizing chiral cyano-containing full-carbon quaternary cyclic compounds, characterized by the following steps: mixing a solvent, an oxidant, an alkynyl malononitrile compound, a carboxylic acid compound, a palladium salt, and a chiral dinitrogen ligand; reacting the mixture; drying; and separating to obtain the chiral cyano-containing full-carbon quaternary cyclic compound. This method can achieve a palladium-catalyzed tandem reaction of alkynyl malononitrile with a carboxylic acid involving asymmetric acyl oxidative cyclization / acyl migration, yielding cyano-containing full-carbon quaternary cyclic compounds with optical purity in good yields (enantiomer ratios up to 96.5:3.5). This invention features a broad substrate range, readily available raw materials, simple and practical operation, and mild reaction conditions.
Owner:DALIAN INSTITUTE OF CHEMICAL PHYSICS CHINESE ACADEMY OF SCIENCES

Phosphoricyclo [3, 2, 0] organophosphorus compound as well as preparation method and application thereof

The invention discloses a phosphabicyclo [3, 2, 0] organic phosphorus compound as well as a preparation method and application thereof. Diallyl-containing tertiary phosphine oxide and phosphine sulfur compounds are used as raw materials, 10-phenyl phenothiazine is used as a photocatalyst, the photocatalyst is excited under a light source of 390 nm to activate double bonds, high-stereoselectivity [2 + 2] cycloaddition reaction is realized, the phosphorus heterocyclic bicyclo [3, 2, 0] organophosphorus compound containing two quaternary carbon centers is synthesized, diastereoisomers can be separated, and the yield is high. A single diastereoisomer product is as high as 97%, and excellent diastereoselectivity is achieved. The invention provides a green reaction mode for photocatalytic synthesis of the phosphabicyclo [3, 2, 0] organophosphorus compound, the conditions are mild, and the substrate universality is good. The obtained phosphabicyclo [3, 2, 0] organophosphorus compound is applied to a primary alcohol chlorination reaction as a catalyst, shows high reaction activity, and has more excellent catalytic activity compared with a reported catalytic system.
Owner:GUANGDONG UNIV OF TECH

Resin composition and resin modifier

PendingCN120303341APolyesterPolymer science
The present invention provides a resin composition containing: a block copolymer (I) containing a block structural unit (A) mainly composed of a polylactic acid unit (a) and a block structural unit (B) mainly composed of a polyester unit (b); the polyester unit (b) contains a unit derived from an aliphatic diol (b1) having an alkyl group as a branched chain and not having a quaternary carbon, and an aliphatic dicarboxylic acid (b2), the aliphatic diol (b1) having two hydroxyl groups that are primary hydroxyl groups, and the block copolymer (I) has a melting point of less than 180 DEG C.
Owner:KURARAY CO LTD

Optically active amine derivative as well as asymmetric alkylation synthesis method and application thereof

The invention belongs to the field of medicinal chemistry, and relates to an optically active amine derivative as well as an asymmetric alkylation synthesis method and application thereof. According to the free radical type asymmetric C (sp3)-H alkylation synthesis method, methylation or ethylation modification is carried out on ortho-position C (sp3)-H bonds of substrate nitrogen atoms by adopting a light / nickel concerted catalysis system, taking peroxide as an alkyl free radical source and taking hexafluoroisopropanol (HFIP) as a solvent, a quaternary carbon three-dimensional center is successfully constructed, and thus a series of optically active amine derivatives are efficiently constructed. The optically active amine derivative has a structure as shown in the following general formula (I): # imgabs0 # dotted line represents bond connection or no bond connection; each Z is independently selected from CR1 or N; r is selected from methyl or ethyl; y1 is selected from H or # imgabs1 # or # imgabs2 #; Y2 is selected from H or # imgabs3 #; Y3 is selected from H or # imgabs4 # or # imgabs5 #; X is selected from O, S or NH; # imgabs6 # represents a connection site, and C * represents chiral carbon and comprises R and S configurations.
Owner:SOUTHWEST UNIV

C2-quaternary carbon amino sugar as well as preparation method and application thereof

The invention discloses C2-quaternary carbon amino sugar as well as a preparation method and application thereof. According to the preparation method, C2-position functionalized glyene is taken as a raw material, di-tert-butyldiaziridone is taken as a nitrogen source, and a double amination reaction of unsaturated bonds of sugar rings is realized by utilizing a copper-catalyzed nitrogen-nitrogen bond activation strategy, so that the C2-quaternary carbon amino sugar compound is constructed. In-vitro antifungal activity research results show that the C2-quaternary carbon amino sugar has certain inhibitory activity on tested fungi, and the compounds I-2 and I-3 show good broad-spectrum antibacterial biological activity and can be used as an agricultural bactericide. The C2-quaternary carbon amino sugar developed by the invention has the remarkable characteristics of simple and efficient synthesis method, cheap and easily available raw materials, mild reaction conditions and the like, and has a good application prospect.
Owner:CHANGZHOU UNIV

A polysubstituted alkylarylazo compound, its synthesis method and application

The present invention discloses a polysubstituted alkylaryl azo compound, its synthesis method, and application. The present invention provides polysubstituted alkylaryl azo compounds as shown in Formula I and Formula II. Using propargyl reagents and hydrazones as substrates and various nitrogen heterocyclic carbene (NHC) ligands, allene products or propargyl-substituted products can be prepared with high selectivity, all of which contain azo functional groups. The polysubstituted alkylaryl azo compounds prepared by the present invention provide a technical solution that is completely different from the prior art for preparing polysubstituted α-quaternary carbon amine compounds, achieving good yield and selectivity. #imgabs0#
Owner:SHANGHAI INST OF ORGANIC CHEM CHINESE ACAD OF SCI

Sulfonium sulfonate photo-acid generator containing quaternary carbon connection structure and synthesis method of sulfonium sulfonate photo-acid generator

The invention discloses a sulfonium sulfonate photo-acid generator containing a quaternary carbon connection structure and a synthesis method of the sulfonium sulfonate photo-acid generator, and particularly provides a compound as shown in a formula I. The compound comprises anions and cations. The photoacid generator provided by the invention is high in stability, high in exposure energy and simple to prepare.
Owner:SHANGHAI INST OF ORGANIC CHEM CHINESE ACAD OF SCI

(Meth)acrylate, monomer composition, molded body, composition for dental material, and dental material

A (meth)acrylate includes a compound (X) having a structure formed by a reaction of an epoxy compound (A) containing an epoxy group and a tertiary carbon atom or a quaternary carbon atom, a (meth)acrylic acid (B), and an iso(thio)cyanate compound (C) having two or more iso(thio)cyanate groups.
Owner:MITSUI CHEMICALS INC

Compound or cluster compound, method for producing compound, photosensitive composition containing compound, pattern forming method using composition, substrate, and method for manufacturing substrate

Provided is a compound capable of obtaining a highly practical photosensitive composition that can be used as a photoresist to form ultra-fine patterns. A compound according to the present invention contains a metal atom and a carboxylate ligand A having a cyclic structure. The carboxylate ligand A has a cyclic structure bonded to a carboxylate group. In the cyclic structure, carbon C1 in the cyclic structure bonded to the carboxylate group is tertiary or quaternary carbon. Carbon C2 adjacent to carbon C1 in the cyclic structure has a substituent R1. The substituent R1 is an organic group or a halogen atom.
Owner:MITSUBISHI CHEM CORP

Polycyclic aromatic compound, material for organic device, organic electroluminescent element, display device, and lighting device

Provided are: a polycyclic aromatic compound which can be effectively used as a material for an organic device such as an organic EL element; a material for an organic device; an organic electroluminescent element; a display device; the polycyclic aromatic compound is represented by formula (1); rings A to C are substituted or unsubstituted aryl rings or heteroaryl rings (where at least one of rings A to C contains a quaternary carbon substituent represented by formula (G), Y1 is > B-, X1 and X2 are > O, > S or > Se, at least one hydrogen in formula (1) may be substituted by deuterium, L is a single bond or a linking group such as a phenylene group or a dibenzofuranyl group, any one Zg is a carbon bonded to L, and Z is a carbon bonded to C). And Zg is-N = or-C (-Rg) =, Rg is hydrogen or a substituent group, L1 and L2 are hydrogen, or two L1 and two L2 are respectively bonded with each other to form a single bond or > O. # imgabs0 #
Owner:KWANSEI GAKUIN EDUCTIONAL FOUND +1

1,2-bis(diphenylphosphinoalkylamido)-1,2-disubstituted ethane, and its synthesis and application

The present invention relates to the design and synthesis of a class of novel chiral phosphine ligand, 1,2-bis(diphenylphosphinoalkylamido)-1,2-disubstituted ethane, and use in asymmetric catalytic reactions, such as asymmetric catalytic synthesis of pyrazoline-5-one with a chiral quaternary carbon center, i.e., highly enantioselective synthesis of 3-methyl-4-benzyl-4-(2-butyl-2,3-butadienyl)pyrazoline-5-one by using 3-methyl-4-benzylpyrazoline-5-one and benzyl (2-butyl-2,3-butadienyl) carbonate with tris(dibenzylideneacetone)dipalladium-chloroform adduct and this novel ligand as catalysts. The ligand designed by this present invention has the following advantages: the structure is novel, the synthesis and enlarge are simple, the enantioselective control effect in the practical reaction is excellent, which has a broad application prospect in chiral catalysis.
Owner:ZHEJIANG UNIV

C2-quaternary carbon indole-3-ketone compound as well as preparation method and application thereof

The invention relates to a C2-quaternary carbon indole-3-ketone compound as well as a preparation method and application thereof, the structure of the compound is shown as a structural general formula (I-1) or (I-2), and the compound is prepared by taking an indole-3-ketone derivative or a 3, 3-gem-difluoroindole derivative as a reaction substrate and carrying out Mannich reaction. According to the present invention, the reaction conditions are mild, the atom economy is high, the highest yield of the synthesized C2-quaternary carbon indole-3-one compound can achieve 86%, and the prepared C2-quaternary carbon indole-3-one compound can inhibit NO released by LPS-induced mouse macrophages RAW264.7, and can be used for preparing drugs for treating NO-mediated inflammatory diseases. Or a product thereof
Owner:SHANXI MEDICAL UNIV

Synthetic method of alpha-quaternary carbon amino acid and application of amino acid lyase

The invention provides a synthesis method of alpha-quaternary carbon amino acid and application of amino acid lyase. The synthesis method comprises the following steps: mixing a substrate, a reaction solution and amino acid lyase for reaction to obtain alpha-quaternary carbon amino acid, in substituent groups of the substrate and the alpha-quaternary carbon amino acid, R1 is selected from a substituted or unsubstituted first group; the first group comprises one or more of aryl, alkenyl, alkynyl, acylamino or ester group; r2 is selected from one or more of methyl, ethyl, propyl, isopropyl or phenyl; the reaction solution includes an ammonia solution. The method can solve the problems that in the prior art, a synthetic method of alpha-quaternary carbon amino acid is narrow in substrate range and not suitable for industrial production, and is suitable for the field of synthesis of alpha-quaternary carbon amino acid.
Owner:TIANJIN ASYMCHEM BIOTECHNOLOGY CO LTD +2

Synthetic method of three-stage carboxylic acid pentafluorophenol ester with participation of ketene

The invention relates to the technical field of organic synthesis, in particular to a method for obtaining tertiary carboxylic acid pentafluorophenol ester containing a quaternary carbon center by carrying out Wolff rearrangement on alpha-diazoketone to generate ketene in situ, and reacting the ketene with three components of sodium pentafluorophenolate and allyl halide. The preparation method comprises the following steps: in a nitrogen atmosphere, sequentially adding alpha-diazoketone, tetrakis (triphenylphosphine) palladium, sodium pentafluorophenolate and allyl halide into a reaction solvent, stirring the mixture at 25 DEG C under the irradiation of a 15W blue LED lamp until the reaction is complete, filtering, separating and purifying to obtain the pentafluorophenol ester product containing the quaternary carbon center. The preparation method is simple to operate (active ketene participates in the reaction through Wolff rearrangement in-situ generation), the atom economy is high, the condition is mild, and the substrate universality is good.
Owner:NANJING TECH UNIV

Method for synthesizing quinary lactam containing quaternary carbon chiral center by nickel-aluminum catalysis

The invention discloses a synthesis method of nickel-aluminum catalyzed quinary lactam containing a quaternary carbon chiral center, which comprises the following steps: in a nitrogen atmosphere, sequentially adding a secondary phosphine oxide ligand, a metal catalyst Ni (cod) 2, a formamide compound and a solvent into a reaction flask, then adding Lewis acid, stirring at a specified reaction temperature, cooling to room temperature after the reaction is completed, and filtering to obtain the quinary lactam containing the quaternary carbon chiral center. And adding 2mL of a 5wt% ethylene diamine tetraacetic acid aqueous solution for washing, separating liquid, drying an organic phase by using anhydrous sodium sulfate, and carrying out column chromatography separation to obtain the quinary lactam containing the quaternary carbon chiral center. According to the method, atom loss does not exist in the reaction process, no other waste is generated, the reaction yield is high, and the selectivity is high.
Owner:NANKAI UNIV