93results about How to "High regional selectivity" patented technology

The invention provides a method for activating Michael addition reaction by using a carbon-hydrogen bond of heterocyclic carboxylic acid, and belongs to the technical field of chemical synthesis. The method comprises the following steps: carrying out Michael addition reaction on heterocyclic carboxylic acid and nitroindole under the action of a catalytic system; the catalytic system comprises a catalyst and a cocatalyst, the catalyst is at least one of [Ru (p-cymene) Cl2] 2, RuCl3. 3H2O, RuH2 (CO) (PPh3) 3, RuH2 (PPh3) 3 and Ru3 (CO) 12, and the cocatalyst is at least one of AgSbF6, AgNTf2, Cu (OAc) 2, Zn (OAc) 2, KPF6 and NaPF6. The synthesis method of the aryl heterocyclic derivative is developed and enriched, a valuable new strategy is provided for constructing organic molecules with various structures, and the aryl heterocyclic derivative has important academic value and practical significance.

The invention discloses a dynamic polyene amine compound as well as a preparation method and application thereof. The structural formula of the dynamic polyene amine compound is as shown in formula (I). The dynamic polyenamine compound is obtained by carrying out polymerization reaction on a binary amide activated alkynyl compound and a diamine compound in an organic solvent. The preparation method has the advantages of mild reaction conditions, no need of catalyst, simple and easily available raw materials, high atom utilization rate, high polymer yield, high molecular weight and excellent stereoselectivity. The dynamic polyene amine compound prepared by the invention has the properties of good processability, film-forming property, high thermal stability, non-traditional luminescence and the like, and the dynamic enamine bond contained in the dynamic polyene amine compound prepared by the invention can realize accurate degradation and structural replacement of a polymer under mild conditions.

The invention belongs to the technical field of preparation of four-membered ring derivatives, and particularly relates to a four-membered ring derivative and a preparation method thereof. The preparation method of the four-membered ring derivative comprises the following steps: (1) adding two substrates, a photocatalyst and a solvent into a quartz tube, and stirring; (2) putting the quartz tube under ultraviolet light to carry out photocatalytic reaction; and (3) evaporating the reaction liquid to dryness, and separating through column chromatography to obtain the target compound. According to the invention, cis-olefin is used as an initial raw material to carry out cycloaddition reaction, so that the method has high regioselectivity and diastereoselectivity; the homodimerization reaction of olefin is effectively inhibited through reversible cis-trans isomerization reaction, so that the four-membered ring derivative is efficiently obtained. The four-membered ring derivative prepared by the invention plays a basic role in drug design, and provides a solid structural support for medical molecules.

The method comprises the following steps: adding o-hydroxyphenyl enaminone as shown in a formula I, aryl sulfonyl chloride as shown in a formula II, a photocatalyst and an additive into a solvent, stirring and reacting under the irradiation of a light source, filtering, washing, and drying to obtain the 3-position sulfonyl substituted chromone derivative. And after the reaction is finished, carrying out post-treatment to obtain the 3-position sulfonyl substituted chromone derivative as shown in a formula III, wherein the reaction formula of the 3-position sulfonyl substituted chromone derivative is as follows: # imgabs0 #. The method has the advantages of simple operation process, cheap and easily available raw materials, mild reaction conditions, high reaction yield and the like, and compared with the traditional process, the method avoids the use of high-temperature conditions and oxidizing agents, and is environment-friendly.

The invention provides an organic N-P polymer, a preparation method of the organic N-P polymer, a heterogeneous catalyst and application of the heterogeneous catalyst. The organic N-P polymer can form coordination with rhodium, a resin solid heterogeneous catalyst with monatomic catalysis is obtained, the catalytic activity of homogeneous catalysis is reserved, the heterogeneous catalyst is used for olefin hydroformylation reaction, simple solid-liquid separation of the catalyst after the reaction can be realized, the loss of the catalyst is reduced, and the yield of olefin hydroformylation reaction is improved. The problems that a homogeneous catalyst is high in separation cost and high in precious metal rhodium loss are effectively solved, high selectivity and conversion rate are achieved, and the problems that other heterogeneous catalysts adopted in the existing preparation process are low in conversion rate and poor in selectivity are solved.

The present application relates to a kind of fluorine-containing dihydronaphthalenone derivative and its preparation method and application, the fluorine-containing dihydronaphthalenone derivative obtained by visible light induced phosphine catalysis difluoroacetophenone derivative and the radical addition cyclization reaction of a variety of olefins in series compared with prior art, the preparation method of the present application has the advantages of high efficiency, short reaction time, high yield, mild condition etc., its structural motif is important in pharmaceutical and agrochemical products;The synthetic method for preparing fluorine-containing dihydronaphthalenone and its derivative of the present application is completely new, and the fluorine-containing dihydronaphthalenone compound synthesized is used in various organic synthesis reactions.

The invention discloses a method for preparing a GLP-1 agonist intermediate 5-bromine-4-fluorine-1-methyl-1H-indazole, according to the method, 2, 6-difluorobenzonitrile which is low in price is used as a starting raw material, the regioselectivity of bromination reaction is improved and the yield is increased by optimizing the reaction, and the whole reaction synthesis operation is simple, the safety risk is low, and the method is suitable for industrial production. The method is more suitable for industrial production, and a new way is provided.

The invention relates to a method for synthesizing trans-isopentenyl substituted indolone under the catalysis of transition metal nickel. Specifically, a metal nickel catalyst (Ni (cod) 2) and tricyclohexylphosphine (PCy3) are used as ligands, C3 unsubstituted indolone is used as a nucleophilic reagent to react with isoprene, and a trans-isopentenyl substituted indolone product is obtained. And then taking the product as a reaction raw material, and carrying out nucleophilic substitution reaction on the product and halogenated alkane under an alkaline condition to obtain the 3, 3-disubstituted indolone with divergent functional groups. According to the invention, isoprene is used as a reaction precursor, a trans-isopentenyl substituted indolone product is obtained with high activity and selectivity, a nucleophilic substitution reaction is relayed, and a new strategy is provided for flexibly and conveniently introducing functional groups with different steric hindrances and electrical properties.

The invention belongs to the field of biosynthesis, and particularly relates to application of sialic acid ester, in particular to application of the sialic acid ester in preparation of drugs for preventing and treating herpes zoster and inflammatory diseases and application of the sialic acid ester in preparation of cosmetics and skin care products.

The application relates to a method for synthesizing a sugar nucleotide from UDP-D-Glc, wherein the synthesized sugar nucleotide is represented by the following formula I. The method comprises: using UDP-D-Glc as a starting sugar nucleotide, and preparing the sugar nucleotide of formula I through an enzyme catalytic reaction in the presence of an enzyme and a cofactor regeneration system by using a one-pot method at 30-40 DEG C. The method of the application reduces the production cost of the sugar nucleotide and the purification difficulty of the product by using a cofactor regeneration system to generate a cofactor in the synthesis of a common sugar nucleotide.

The present invention provides a method for preparing a biologically active benzoindolizine derivative, and relates to the technical field of indolizine derivatives that can be used as medicines. The present invention provides a method for preparing a benzoindolizine derivative, which is prepared by a [3+2] cycloaddition reaction of an N-isoquinoline ylide salt and an aromatic acetylene. The biologically active benzoindolizine derivative prepared by the present invention is constructed in one step without the participation of transition metals, a direct and efficient [3+2] cycloaddition reaction, simple and easy to operate, a wide range of application of reaction substrates, good regioselectivity, high yield, a simple and efficient method, and environmental friendliness. The preparation method is as follows.

The invention discloses a homogeneous phase and heterogeneous phase combined photoelectrocatalysis C-C coupling method, which comprises the following steps: in a three-electrode system, mixing unsubstituted or substituent Ra substituted 5-20 membered heteroaromatic hydrocarbon, an organic matter containing C (sp3)-H and an electrolyte containing a metal ion compound, applying illumination and voltage to the mixture, and carrying out C-C coupling reaction. The method is simple, does not need to carry out complex modification on the photo-anode, and can be carried out under the condition of no oxidant. In an acidic environment, transition metal ions (such as copper ions) are introduced into a system to promote the generation of chlorine free radicals and inhibit the interaction of the chlorine free radicals, so that the generation of chlorine is inhibited, the formation of a byproduct chlorocyclohexane is reduced, more organic matters containing C (sp3)-H are used for a C-C coupling reaction, and meanwhile, the stability of the electrode is maintained.

The present invention provides a method for trans-hydroboration of a biaryl internal alkyne compound, comprising the following steps: in the presence of a nickel catalyst, a nitrogen ligand and a base, a biaryl internal alkyne compound represented by formula (I) is subjected to a trans-hydroboration reaction with bipyralidone diboric acid to obtain a compound represented by formula (II); the synthetic route is as follows: wherein R 1 and R 2 are independently selected from hydrogen, C 1 ‑C 6 Alkyl, methoxy, methylthio, halogen, nitro, cyano, trifluoromethyl, C 6 ‑C 14 Any of the aromatic groups. #imgabs0#

This invention belongs to the field of enzymatic synthesis technology, specifically relating to a method for enzymatically synthesizing fucosylated novo-LNO series human milk oligosaccharide chains, comprising the following steps: using sialic acid-protected asymmetric branched oligosaccharide I as a substrate, firstly, fucosylation modification of the C3 branch site of the glycan chain is achieved through a fucosylation enzyme module; subsequently, galactose is introduced at the C6 branch end using a galactosylation enzyme module; finally, the sialic acid protecting group is removed by sialyl glycosidase to obtain the monofucosylated target product. By introducing sialic acid as a temporary protecting group into the asymmetric branched oligosaccharide I, the recognition of the reducing lactose and the internal LacNAc unit by fucosyltransferase is blocked, thereby selectively introducing fucose onto the non-reducing LacNAc / LNB unit, accurately constructing the branched structure.

The invention relates to the technical field of biological medicine, and discloses a trifluoromethyl substituted quinazolinone compound as well as a preparation method and application thereof. According to the method, quinazolinone and trifluoromethyl alkyne are adopted as reaction substrates, no transition metal catalyst is needed, and the trifluoromethyl substituted quinazolinone compound can be prepared only through conventional cheap inorganic base catalysis; the reaction yield can reach medium to excellent, the chemical selectivity and regioselectivity of the reaction are excellent, the reaction condition is mild, and the application range of the substrate is wide; the method is simple and convenient to operate, low in cost, few in side reaction, high in product purity, convenient to separate and purify and suitable for large-scale preparation; the obtained product has a very good application prospect in the field of biological medicines, and particularly has relatively good anti-tumor activity.

The invention relates to the technical field of organic chemical synthesis, and discloses a beta-chiral tertiary amine compound and a preparation method thereof. The compound has the following structure: # imgabs0 #, Ar is a heterocyclic group or an aryl group, the Ar contains N, O, S, Si, B or halogen, and the Ar contains 6-18 carbon atoms. Starting from an aryl diazo or aryl hydrazone compound and tertiary amine, a series of beta-chiral tertiary amine compounds are synthesized through excellent selectivity and enantioselectivity carbene C (sp3)-H alkylation catalyzed by axial chiral iridium porphyrin, and the para-position of aryl tertiary amine is not blocked by a large-steric-hindrance group or N-methyl is not activated aliphatic tertiary amine. A complex natural product, a drug molecule and the like containing an N-methyl structure can also be well modified to obtain a target product with high diastereoselectivity, for example, the natural product dicentrine is also suitable for the method, and a favorable method is provided for modification of the natural product containing an N-methyl tertiary amine structure due to high diastereoselectivity.

This invention discloses a method for preparing alkenyl triazole compounds. Under the action of a base, alkynyl sulfonium salts and triazole compounds are reacted in an organic solvent at room temperature and pressure for 2–5 h to obtain alkenyl triazole compounds. This invention utilizes a diamine reaction at room temperature, requiring no additional catalyst or oxidant, exhibiting excellent functional group tolerance and broad substrate applicability, while also demonstrating good chemoselectivity, regioselectivity, and stereoselectivity. The reaction system is free of toxic metal catalysts, simple to operate, and demonstrates excellent functional group tolerance and broad substrate applicability. The raw materials used are inexpensive and readily available, exhibiting good atom economy and step economy, providing a new strategy for the synthesis of triazole series compounds. The entire reaction process is mild, with high product selectivity, simple operation, and environmental friendliness, conforming to the principles of green chemistry.

The invention belongs to the technical field of organic synthesis and fertilizer additives, and particularly relates to a preparation method of 3, 4-dimethyl pyrazole and phosphate thereof, the method comprises the following steps: step 1) formylation reaction; the method comprises the following steps: in the presence of Lewis acid, carrying out formylation reaction on 2-butanone, formate and sodium alkoxide in an alkali solvent to obtain a reaction mixture; (2) cyclization reaction: enabling the reaction mixture obtained in the step (1) to be in contact with hydrazine hydrate for cyclization reaction to obtain the 3, 4-dimethylpyrazole.The preparation method is simple in process, safe, reliable, high in yield and product purity, simple in three-waste treatment and suitable for industrial production, and the solvent can be recycled and reused.

The invention discloses a method for synthesizing a tetrahydroquinoline compound with a C-B bond, comprising the following steps: mixing an Rh-type catalyst, a phosphorus ligand or an NHC ligand and a solvent, adding borane, quinoline or a derivative thereof, reacting, cooling to 0-5°C, adding an acylating agent and a base, warming to room temperature, reacting again, and obtaining a tetrahydroquinoline compound with a C-B bond. The synthetic method of the present invention is a two-step one-pot method, using metal Rh as a catalyst, and in the absence of the need for pre-substrate activation, performing two dearomatization reduction reactions of quinoline with high chemical selectivity, high regio- and stereoselectivity under mild conditions, and realizing two hydroborations of quinoline in one step, and obtaining a tetrahydroquinoline compound with a C-B bond. The substrate of the method is widely applicable, and the functional group has good tolerance, and the corresponding tetrahydroquinoline compound containing a chiral C-B bond can be obtained by using a chiral ligand.

The application provides a removal method of 8-aminoquinoline, and belongs to the technical field of organic synthesis. The removal method is as follows: 8-aminoquinoline amide compounds, bromoacetate compounds and dimethyl sulfoxide are mixed in an organic solvent, heated to react, and then 8-aminoquinoline is removed; then the reaction liquid is cooled, extracted, dried and purified to obtain a carboxylic acid product. The removal method is green and environmentally friendly, has good regioselectivity, can remove 8-aminoquinoline in various arylamide or alkylamide compounds in a targeted manner, and has simple reaction operation. The application makes 8-aminoquinoline be able to be used freely and controllably, is beneficial to accelerating the medical research and development process, and has significant social value and application prospect.

The invention discloses a method for preparing a difluoroalkylated polycyclic coumarin derivative (I) under a visible light condition, and belongs to the technical field of organic synthesis. According to the method, 4-(N-alkyl-N-acrylamide) coumarin and a brominated difluoroacetamide compound are taken as reaction raw materials under the condition of visible light irradiation, in the presence of an oxidizing agent and alkali, a reaction is performed in an organic solvent or a mixed solvent of the organic solvent and water, and the difluoroalkylated polycyclic coumarin derivative is obtained through post-treatment. The method does not need a metal or non-metal photocatalyst, is mild in reaction condition and simple and convenient to operate, has good regioselectivity and higher yield, is suitable for various substituted substrates, and has potential application value in the fields of medicines, chemical engineering, materials and the like.

The application provides a chiral carbene ligand, a preparation method thereof and application in asymmetric synthesis, the chiral carbene ligand catalyzes asymmetric hydroarylation reaction of various kinds of olefin substrates such as aryl olefin, alpha-olefin and diene, and aryl bromine or aryl chloride, and synthesizes four kinds of drug molecules or drug molecule intermediates in one step. The chiral carbene ligand has a flexible chain structure, is self-adapting, can effectively adapt to different transition metal centers and substrate configurations, and improves the universality and selectivity of the catalytic system; the raw material used in the preparation method of the chiral carbene ligand is easy to obtain, the synthesis route is short, and post-treatment is simple; various reagents can exist stably at normal temperature and pressure without special treatment; only by regulating the nickel catalyst and the new chiral carbene ligand, high regioselectivity and enantioselectivity of the chiral benzyl-containing compound can be realized; the asymmetric synthesis method can obtain the target product in one step, and greatly reduces the production cost of synthesizing the compound.

The present invention discloses an electrochemical synthesis method for the precise regioselective olefin arylation, which uses benzyltrimethylammonium chloride, terephthalonitrile, olefin and iodobenzene as raw materials, and electrochemically reacts for 3 to 4 hours at room temperature and constant current conditions of 9.0 mA. The organic layer in the product is concentrated and chromatographed to obtain an arylethane compound. The molar ratio of benzyltrimethylammonium chloride, terephthalonitrile, olefin and iodobenzene is 5:1:5:2. The present invention develops an electrochemical transition metal-free, non-directing group-assisted three-component double arylation strategy for olefins, which avoids the use of transition metal catalysts, oxidants and organometallic reagents, has a high yield of the target product, does not require pre-prepared raw materials, improves the economy of the synthesis process, greatly reduces the preparation cost of arylethane compounds, and provides a simple and modular electrochemical method for industrial production, realizing the precise synthesis of arylethane compounds with high regioselectivity.

The glycosyltransferase mutant provided by the present invention has significantly improved regioselectivity for tyrosol, which is improved from 51% of the wild type to more than 99%, and can generate a single glycosylation product salidroside when used in catalytic synthesis of salidroside; in addition, the microbial glycosyltransferase mutant of the present invention has significantly improved catalytic activity for tyrosol, and the specific enzyme activity is improved from 14 mU / mg of the wild type to 97 mU / mg, and the substrate conversion rate is higher than 99%; the present invention successfully solves the key problems of difficult expression of glycosyltransferase, low regioselectivity and low activity in the preparation process of salidroside, showing a very large industrial application prospect.

The invention discloses a reaction composition and a method for constructing a gamma-amino acid skeleton by photopromoted CO2 immobilization. The composition comprises a 1, 1-stilbene compound, an alpha-silicon-based carbazole compound, a photocatalyst, alkali and carbon dioxide. The method comprises the following steps: under visible light irradiation and a carbon dioxide atmosphere, carrying out desiliconization on an alpha-silicon-based carbazole compound to generate alpha-amino carbon free radicals by utilizing a photooxidation reduction catalytic mechanism, and then carrying out addition on a 1, 1-stilbene compound and capturing carbon dioxide, so as to construct a gamma-amino acid skeleton. According to the method, a silicon-based activation strategy is utilized, the use of high temperature, high pressure and a metal catalyst is avoided, the method has the advantages of mild reaction conditions, strong substrate universality, high chemical selectivity and the like, and efficient and green synthesis of the carbazole-containing unnatural amino acid is realized.

The invention discloses a selfheal cytochrome oxidase CYP protein and its encoding gene and application, and belongs to the technical field of plant biology. The selfheal cytochrome oxidase CYP protein disclosed by the invention is a CYP716-4 protein with an amino acid sequence as shown in SEQ ID NO.1, or a CYP716-7 protein with an amino acid sequence as shown in SEQ ID NO.2. The encoding gene of the selfheal cytochrome oxidase CYP protein is a PvμLCYP716-4 gene with a nucleotide sequence as shown in SEQ ID NO.3, or a PvμLCYP716-7 gene with a nucleotide sequence as shown in SEQ ID NO.4. The results of transgenic experiments show that the PvμLCYP716-4 and PvμLCYP716-7 genes oxidize α-amyrin and β-amyrin to generate ursolic acid and oleanolic acid.

The application discloses alpha-cyclodextrin glucosyltransferase mutants and application thereof, and belongs to the technical field of genetic engineering and enzyme engineering. A multi-mutant Y100I / F183L / H328L is constructed, and on the basis of keeping the dismutation activity and C-19 and C-13 region selectivity equivalent to WT, the yield of short-chain glucosylated steviol glycoside is further improved. When maltose is used as a glycosyl donor, the yield reaches more than 36 %; when corn starch is used as a glycosyl donor, the yield reaches more than 54 %, and the multi-mutant has extremely high practical value and economic value.

The invention discloses a 2, 3-dihydroquinazolinone compound as well as a preparation method and application thereof. The preparation method comprises the following steps: carrying out chemical reaction on substituted 3-(butyl-3-ene-1-yl) quinazoline-4 (3H)-ketone in a formula 1 under reaction conditions to obtain 2, 3-dihydroquinazolinone compounds with different substituent groups in a formula 2; or, N-cyano-N-[(1-ethylene-2-yl) phenyl] benzamide substituted by a formula 3 is subjected to a chemical reaction under reaction conditions, and 2, 3-dihydroquinazolinone compounds substituted by a formula 4 and having different substituent groups are obtained; according to the synthesis method disclosed by the invention, the reaction system is simple and safe, and the reaction cost is low. Moreover, the 2, 3-dihydroquinazolinone compound prepared by the method disclosed by the invention has excellent inhibitory activity on tumor cells.

This invention relates to a method for preparing ennasstat in the field of pharmaceutical synthesis technology. The method involves first hydrolyzing compound 2 with a strong base to generate 7-hydroxy-5-(2-phenylethyl)-[1,2,4]triazolo[1,5-a]pyridine-8-carboxylic acid, which is then reacted in situ with pentanoyl chloride to form a mixed anhydride. This anhydride is then condensed with glycine ester hydrochloride, followed by direct hydrolysis without separation to finally obtain high-quality ennasstat. This invention offers advantages such as safer process, higher product purity and yield, significantly reducing the raw material cost of ennasstat and demonstrating substantial economic and social benefits.

The invention discloses phenylalanine ammonia lyase and application of the phenylalanine ammonia lyase in preparation of S-type beta-amino acid. Compared with an amino acid sequence as shown in SEQ ID NO: 1, the amino acid sequence of the phenylalanine ammonia lyase comprises one or more amino acid residue differences in the following sites: the 147th site, the 244th site, the 251st site, the 314th site, the 333th site and the 342nd site. The S-type beta-amino acid is prepared by adopting a mutant of phenylalanine ammonia lyase from streptomyces and taking cinnamic acid or a derivative thereof as a substrate, and the regioselectivity, the enantiomer selectivity and the conversion rate of the product are all remarkably improved.