26results about How to "High regional selectivity" patented technology

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.

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.

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 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 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 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.

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.

This application provides a method for the electrocatalytic synthesis of multisubstituted ribose derivatives, comprising using an organotin compound as a catalyst to catalyze the reaction of the compound shown in formula (I) under electrochemical conditions to obtain the compound shown in formula (II); wherein, R 1 C is an optional replacement 1‑10 hydrocarbon group; R 2 and R 3 One of them is -C(=O)OR, and the other is -H; R is the C that can be substituted. 1‑4 Alkyl; R 4 C is a hydrogen atom or an optional substituted C 1‑10 The method involves the use of a hydrocarbon group as the reaction solvent, a reaction temperature of 40-80℃, and a quaternary ammonium bromide as the electrolyte. This method enables the efficient and highly stereoselective synthesis of tetrasubstituted riboses modified with 2'- and 3'-ester groups, and is easily scaled up, showing promising prospects for industrial application. The products obtained by this method possess excellent potential for later derivatization and can be used to synthesize various novel nucleoside analogs, demonstrating significant application value in the development of antiviral and antitumor drugs.

The invention discloses a 2-allyl indole substituted gem-difluoroolefin compound as well as a preparation method and application thereof, and belongs to the technical field of synthesis of organic compounds. According to the invention, a trifluoromethylindole methanol compound and an allyl reagent are used as raw materials, and are heated and reacted in a solvent under the action of a Lewis acid catalyst to obtain the 2-allylindole substituted gem-difluoroolefin compound. According to the invention, simple and easily available trifluoromethylindol and commercial allyltrimethylsilane or allyltributyltin are used as raw materials, efficient construction of the 2-allylindole substituted gem-difluoroolefin compound is realized, and the compound has a good inhibition effect on phytopathogen; the compound can be used for preventing and treating botryosphaeria dothidea and sclerotinia sclerotiorum, and has the potential of developing a novel antibacterial agent.

The application provides a substituted glycolide polymerization method, which comprises the following steps: carrying out polymerization reaction of substituted glycolide under the catalysis of an amino phenol oxy lanthanum complex catalyst. The substituted glycolide has the structure shown in formula (I); and the amino phenol oxy lanthanum complex catalyst has the structure shown in formula (II). Compared with the prior art, the polymerization method provided by the application enables the substituted glycolide to carry out high-activity and high-regioselectivity ring-opening polymerization; when copolymerizing with lactide monomers, the substituted glycolide and lactide one-pot feeding polymerization mode is adopted to obtain random copolymers, and the sequential feeding polymerization mode is adopted to obtain two-block copolymers.

This invention discloses a method for synthesizing 2,4,6-triphenyl-1-hexene and its derivatives, belonging to the field of organic synthesis. The method includes the following steps: in an inert gas atmosphere and organic solvent, aryl methanol and an olefin undergo hydrogen transfer and coupling reactions under a composite catalytic system composed of a photocatalyst / cobalt catalyst / ligand to generate an aryl-alkyl ketone. The aryl-alkyl ketone then undergoes a Wittig reaction to generate an aryl-alkyl olefin. The aryl-alkyl olefin then undergoes an addition reaction with aryl formaldehyde under a composite catalytic system composed of a photocatalyst / cobalt catalyst / ligand to obtain a ketone compound. The ketone compound then undergoes a Wittig reaction to obtain 2,4,6-triphenyl-1-hexene or its derivatives. This invention utilizes a photocatalyst / cobalt catalysis method combined with the Wittig reaction to obtain the natural product TPH from simple industrial products such as benzyl alcohol, styrene, and benzaldehyde through four-step transformation.

The invention discloses a 3-amino carbazole compound as well as a preparation method and application thereof, and belongs to the technical field of synthesis of organic compounds. The preparation method comprises the following steps: by taking a trifluoromethylindole methanol compound and an allyl reagent as raw materials, reacting in a solvent under the catalysis of scandium trifluoromethanesulfonate to prepare the 2-allylindole substituted gem-difluoroolefin compound; the preparation method comprises the following steps: taking a gem-difluoroolefin compound substituted by 2-allyl indole as a raw material, and carrying out heating reaction on the gem-difluoroolefin compound and 1, 5-diazabicyclo [4.3. 0] nonyl-5-ene in a solvent to obtain the 3-amino carbazole compound. Efficient construction of the 3-amino carbazole compound is realized by using simple and easily available raw materials, and the compound has a relatively good inhibition effect on phytopathogens, can be used for preventing and treating grape plumule disease and potato late blight, has the potential of developing a novel antibacterial agent, and is used for preventing and treating agricultural or forestry plant fungal diseases.

This invention discloses a method for preparing fluorinated aryl ketone compounds and their applications, relating to the field of organic synthesis technology. The method includes the following steps: using fluorinated olefins, benzoyl cyanates, and boric acid compounds as raw materials, and reacting them under visible light irradiation in the presence of a photocatalyst, a base, and an organic solvent to prepare fluorinated aryl ketone compounds. This invention uses fluorinated olefins as the key fluorinated substrate and achieves a multi-component synergistic reaction through visible light catalysis, solving problems such as substrate limitations, poor selectivity, and low yield in existing methods. The prepared fluorinated aryl ketone compounds can be used in the preparation of antibacterial, anti-inflammatory, and anticancer drugs, offering significant economic benefits.

This invention discloses a compound of formula (I), its preparation method, and its application in pharmaceutical formulations. The compound of formula (I) exhibits excellent HPK1 and / or LCK kinase inhibitory activity and can significantly promote the release of immune-related cytokines, improve T cell dysfunction, and treat related diseases caused by HPK1 and / or LCK kinase abnormalities.

The application discloses a preparation method of a bimetallic catalyst for olefin tandem hydroformylation-hydrogenation and application thereof. First, a cross-linked polymer (PCl) is prepared through Friedel-Crafts reaction by taking triphenylphosphine and 1,3-bis(diphenylphosphino)propane as raw materials; then, PCl is fully adsorbed with RhCl3 and RuCl3 to prepare PCl-Rh-Ru powder, and the PCl-Rh-Ru powder is reduced in a hydrogen atmosphere for 3 hours to prepare a RhRu@m-PC catalyst. In the RhRu@m-PC catalyst, Rh and Ru nanoparticles are highly dispersed in the pores of the carrier, which can effectively prevent the loss of metal active sites. In the olefin tandem hydroformylation-hydrogenation reaction, the conversion rate of the olefin catalyzed by the RhRu@m-PC catalyst is up to 99%, and the yield of alcohol is up to 97%. In the method, the preparation method of the RhRu@m-PC catalyst is simple, the ultrafine metal nanoparticles of the active sites are highly dispersed and embedded in the pores of the phosphine-doped carbon, the RhRu@m-PC catalyst can maintain high catalytic activity and stability in the olefin tandem hydroformylation-hydrogenation reaction, the RhRu@m-PC catalyst still maintains high activity after being recycled for five times, and the RhRu@m-PC catalyst is easy to be industrialized.

The invention provides a preparation process of 2, 4-dichloro-5-bromopyrimidine, which comprises the following steps: S1, premixing raw materials: mixing 2, 4-dihydroxypyrimidine, a composite solvent and a selective regulator to form a uniform solution; s2, bromination reaction: adding the solution and a brominating agent into a first section of a microchannel reactor, injecting a catalyst at the same time, and carrying out bromination reaction to obtain a 5-bromo-2, 4-dihydroxypyrimidine intermediate; s3, chlorination reaction: introducing the 5-bromo-2, 4-dihydroxypyrimidine intermediate into a second section of the microchannel reactor, synchronously pumping a composite chlorinating agent and composite alkali, and carrying out chlorination reaction; s4, in-situ removal of by-products: arranging a molecular sieve packed bed at an outlet of the chlorination reaction unit, and adsorbing hydrogen chloride and water generated by the reaction through a by-product removal agent to obtain a reaction liquid; and S5, quenching and post-treatment: carrying out quenching treatment on the reaction liquid, separating and recovering the catalyst, and washing and purifying to obtain the 2, 4-dichloro-5-bromopyrimidine. The method can reduce the emission of three wastes and improve the economical efficiency and environmental protection property of the process.

The invention relates to a metal organic complex as well as a preparation method and application thereof. The metal organic complex has the structural characteristics as shown in the following formula I. The metal organic complex has higher catalytic activity on olefin polymerization. Formula I.

The invention provides a method for realizing stereoselective hydromethylation by catalyzing alkyne with a copper (I) photosensitizer, which comprises the following steps of: in an inert gas atmosphere, mixing aryne phosphate, alpha-silylamine, the photosensitizer and an organic solvent, stirring and reacting for 10-16 hours under the conditions of illumination and 25-35 DEG C, and post-treating the obtained reaction liquid to obtain a biphenyl allyl diethyl phosphate compound. According to the method, no additional reactants need to be added in the process, methylation is achieved through good regioselectivity and E / Z diastereoselectivity, and the method is mild in reaction condition and easy to operate and has the remarkable characteristics of being clean, free of pollution and sustainable.

The invention relates to a method for preparing monoterpene from isoprene. Specifically, simple arylboronic acid and isoprene are taken as initial raw materials, and the aryl-substituted non-natural terpene can be obtained under the promotion condition of a nickel catalyst / ligand / additive. The method has the advantages that raw materials are simple and easy to obtain, synthesis is simple, environment friendliness is achieved, conditions are mild, atom economy is high, and the telomer obtained from bulk chemical isoprene is similar to natural terpene in structure and is an important terpenoid.

The application belongs to the technical field of biocatalytic synthesis of steroid drugs, and particularly relates to a dehydrogenase, a gene, an engineering bacterium and application, the amino acid sequence of the dehydrogenase is SEQ ID NO. 1 or SEQ ID NO. 2, the dehydrogenase has high dehydrogenation activity, high stereoselectivity and strong regioselectivity, and no other conformation impurities are generated; the engineering bacterium can efficiently secrete the dehydrogenase, and effectively improves the conversion efficiency of a substrate, especially for a substrate 6-methy format (11beta, 17alpha-dihydroxy-6alpha-methylpregna-1, 4-diene-3, 20-diketone), which is low in cost and has significant industrialization potential; the dehydrogenase mutant has clear physicochemical properties, and the method of whole cell catalysis is used, so that the cumbersome step of enzyme purification is omitted, and the cost is reduced and the operation is simple.

The application discloses a full synthesis method of cephinold H and fortalpinoid C, comprising the following steps: taking natural product cephanolide B as a raw material, carrying out oxidative de-arrangement and acetylation to obtain a dienone compound, then carrying out ring expansion rearrangement to obtain natural product cephinold H as a secondary product, then introducing an occupying group (Br or Cl atom) to improve the regioselectivity of the ring expansion rearrangement, so that a ring expansion product substituted with a halogen atom (Br or Cl atom) is obtained in a high proportion, then removing the halogen atom (Br or Cl atom) under a palladium catalytic reduction condition to obtain natural product cephinold H, then oxidizing cephinold H by selenium dioxide and reducing by sodium borohydride to obtain natural product fortalpinoid C with opposite configuration, and finally inverting the configuration of the hydroxyl group through a Mitsunobu reaction, so that the chemical synthesis of fortalpinoid C is realized, and the synthesis route has the advantages of simplicity, high efficiency, simple operation, low cost and the like, and is suitable for the mass synthesis of cephinold H and fortalpinoid C, and provides an important material basis for the bioactivity evaluation of the two products.