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39 results about "Carbonyl reduction" patented technology

In organic chemistry, carbonyl reduction is the organic reduction of any carbonyl group by a reducing agent. Typical carbonyl compounds are ketones, aldehydes, carboxylic acids, esters, and acid halides. Carboxylic acids, esters, and acid halides can be reduced to either aldehydes or a step further to primary alcohols, depending on the strength of the reducing agent; aldehydes and ketones can be reduced respectively to primary and secondary alcohols. In deoxygenation, the alcohol can be further reduced and removed altogether.

A process for the hydrogenation reduction of 6-carbonyl-8-chloro octanoic acid ethyl ester to 6-hydroxy-8-chloro octanoic acid ethyl ester

The application discloses a method for preparing 6-hydroxy-8-chlorooctanoic acid ethyl ester by hydrogenation reduction of 6-carbonyl-8-chlorooctanoic acid ethyl ester. The carbonyl group of 6-carbonyl-8-chlorooctanoic acid ethyl ester is reduced to a hydroxyl group through a catalytic hydrogenation reduction reaction under high pressure, so that 6-hydroxy-8-chlorooctanoic acid ethyl ester is obtained. In the reaction process, strong acid, strong base and toxic substances are not involved, the catalyst used can be repeatedly used, the required equipment is not high, the process is simple, the obtained product has high purity and yield, and the method is favorable for large-scale production of enterprises, and provides a new preparation method which is simple and easy to realize, safe and stable, green and environmental protection, low in production cost and high in efficiency, and is suitable for the prior art and actual production.
Owner:TECHNO (FUJIAN) FOOD INGREDIENTS CO LTD

Synthesis method of suzertraline impurity

PendingCN121824506ASolve the problem of lack of standard reference materialsRaw materials are easy to obtainOrganic chemistry methodsDouble bondNucleophilic substitution
The invention belongs to the technical field of medicine synthesis, and particularly relates to a synthesis method of a suzertraline impurity, the process route is shown as the following reaction formula: S1, a compound I is subjected to double bond reduction to obtain a compound II; s2, carrying out carbonyl reduction on the compound II to obtain a compound III; s3, esterifying the compound III to obtain a compound IV; s4, performing nucleophilic substitution on the compound IV to obtain a compound V; s5, hydrolyzing the compound V to obtain a compound VI; and S6, carrying out condensation reaction on the compound VI and the compound VII to obtain an isomer impurity VIII. The invention discloses a synthesis route of the suzertraline isomer impurity VIII for the first time, solves the problem that the impurity lacks a standard reference substance in drug quality control, and provides a necessary material basis for quality research and analysis method development and verification of suzertraline bulk drugs and preparations.
Owner:HANGZHOU XINBOSI BIOMEDICAL CO LTD

Synthetic method of high-grade intermediate of didrogesterone

The invention discloses a synthetic method of a high-grade intermediate of didrogesterone. The synthetic route of the invention is as shown in the specification, and more specifically, a compound 1 (9-hydroxyandrostenedione) is used as an initial raw material, a strategy of aromatization and dearomatization is adopted, and the synthetic route of bromination, A-ring aromatization, silicon-based protection of phenolic hydroxyl, carbonyl reduction, sulfonylation or halogenation of hydroxyl, deprotection of phenolic hydroxyl and dearomatization cyclization is adopted, so that the compound 1 (9-hydroxyandrostenedione) is obtained. According to the present invention, the non-natural steroid skeleton of the type of the didrogesterone can be obtained from the cheap 9-hydroxyandrostenedione, the high-grade intermediate (compound 8) of the didrogesterone can be efficiently and massively synthesized, and the sufficient raw material is provided for the further synthesis of the didrogesterone or the analogue thereof. # imgabs0 #
Owner:SHANGHAI INST OF ORGANIC CHEM CHINESE ACAD OF SCI

Synthetic method and application of dapagliflozin intermediate

The invention discloses a dapagliflozin intermediate synthesis method and application, and the dapagliflozin intermediate synthesis method comprises the following steps: heating 2-chloro-5-bromobenzoic acid, 1, 2-dichloroethane, bis (trichloromethyl) carbonate and a catalyst for reflux reaction, and cooling to obtain a 2-chloro-5-bromobenzoyl chloride solution; the preparation method comprises the following steps: mixing phenetole, 1, 2-dichloroethane and aluminum trichloride, stirring, and dropwise adding a 2-chloro-5-bromobenzoyl chloride solution to obtain 2-chloro-5-bromo-4 '-ethoxybenzophenone; and synthesizing the 4-bromine-2-chloro-2-(4-ethoxybenzyl) benzene. According to the method, the cheap BTC is used as an acylating chlorination reagent, so that the reagent cost is greatly reduced, the dosage of NaBH4 and AlCl3 in carbonyl reduction is reduced, the reagent cost and the amount of three wastes in the industry are further reduced, a foundation is laid for industrial production of the dapagliflozin intermediate, the yield is relatively high after each step of reaction, and the production cost of an enterprise is reduced.
Owner:JIANGXI HUASHI PHARMA

Tomoxetine hydrochloride and preparation method thereof

The invention provides atomoxetine hydrochloride and a preparation method thereof, and relates to the technical field of medicinal chemistry and organic synthesis. The method provided by the invention comprises the following steps: adopting acetophenone, methylamine hydrochloride and a formaldehyde aqueous solution as raw materials, carrying out Mannich reaction to construct a beta-amino carbonyl skeleton, reducing carbonyl into hydroxyl by adopting sodium borohydride, then reacting with di-tert-butyl dicarbonate to form an amino protecting group, adopting o-methylphenol as a raw material, and preparing the beta-amino carbonyl skeleton. The method comprises the following steps: adding p-toluenesulfonic acid monohydrate and a (2-hydroxybenzyl) phosphine oxide catalyst to construct an ether bond through a Mitsunobu reaction, then removing a t-butyloxycarboryl protecting group, and carrying out chiral resolution and salinization reaction by using S-mandelic acid to obtain atomoxetine hydrochloride. The method of dropwise adding the formaldehyde aqueous solution in batches and controlling the reaction temperature is adopted, so that the generation of impurities can be reduced, and the yield is effectively improved; the p-toluenesulfonic acid monohydrate and the (2-hydroxybenzyl) phosphine oxide catalyst capable of participating in catalytic circulation are used for catalyzing the Mitsunobu reaction, the economic principle is met, and the purity and the yield of the product are greatly improved.
Owner:FUZHOU MEDICAL COLLEGE OF NANCHANG UNIV

Carbonyl reductase mutant and application thereof in synthesis of posaconazole intermediate

The invention discloses a carbonyl reductase mutant and application of the carbonyl reductase mutant in synthesis of a posaconazole intermediate. The mutant protein is a non-natural protein, and the mutant protein can significantly improve the activity of catalyzing reduction of carbonyl in (S)-2-benzyloxy-3-pentanone to generate R-configuration alcohol. When the carbonyl reductase mutant strain with improved activity is applied to the production process of a posaconazole intermediate, 100-200 g / L of a substrate can be completely converted, and (2S, 3R)-2-benzyloxy-3-pentanol is generated.
Owner:TIANJIN INST OF IND BIOTECH CHINESE ACADEMY OF SCI

A method for the asymmetric synthesis of ethyl R-6,8-dichlorooctanoate via catalytic hydrogenation using a composite catalyst

This invention relates to the field of compound preparation technology and discloses a method for the asymmetric synthesis of R-6,8-dichlorooctanoate by hydrogenation catalyzed by a composite catalyst. The method includes the following steps: S1. Activation of the alumina support; S2. Preparation of the composite catalyst; S3. High-pressure hydrogenation; S4. Chlorination. The activated alumina support and ruthenium-palladium mixed catalyst of this invention exhibit high selectivity (over 99%) and optical purity (over 98%) in the hydrogenation reduction of 6-carbonyl-8-chlorooctanoate to R-6-hydroxy-8-chlorooctanoate under suitable temperature and pressure. The activated alumina support and ruthenium-palladium mixed catalyst also demonstrate high inhibition of dechlorination and ester reduction during carbonyl reduction under suitable temperature and pressure. The high-pressure hydrogenation process provides a novel process route for the carbonyl reduction of compounds. The use of the same solvent in both high-pressure hydrogenation and chlorination reduces the difficulty of subsequent post-processing and makes the method more suitable for industrial production.
Owner:SUZHOU KAIYUAN MINSHENG SCI & TECH CORP

Process for the preparation of a pyrrolidine derivative

This invention provides a method for preparing pyrrolidine derivatives, belonging to the field of organic synthesis. The method comprises the following steps: Step 1, reacting compound 1 in the presence of an alkaline ester hydrolysis reagent to obtain compound 2; Step 2, adding compound 2 to an aqueous solution of hydrogen bromide, followed by the addition of sodium nitrite to react and obtain compound 3; Step 3, reacting compound 3 in the presence of a dehalogenating reducing agent to obtain compound 4; Step 4, reacting compound 4 in the presence of a carbonyl reducing agent to obtain compound 5. The preparation method provided by this invention enables the industrial production of compound 5 and its derivatives.
Owner:SHANGHAI LINKCHEM TECHNOLOGY CO LTD

Petonin synthesis system and application thereof

The invention relates to the technical field of biology, in particular to a bose synthesis system and application thereof.In the presence of coenzyme NAD < + >, glucose dehydrogenase catalyzes glucose to generate gluconic acid, and NAD < + > is reduced into coenzyme NADH; in the presence of a coenzyme NADH (Nicotinamide Adenine Dinucleotide), the carbonyl reductase mutant performs carbonyl reduction catalysis on beta-acetone xyloside to generate a bose, the NADH is oxidized into NAD < + >, and the carbonyl reductase mutant generates mutation which is favorable for improving the reducibility of carbonyl in the beta-acetone xyloside at at least one key site in an amino acid sequence shown as SEQ ID NO: 40. Excellent carbonyl reduction catalytic activity is shown, so that the circulating speed of coenzymes NADH and NAD < + > is increased, and the synthesis efficiency of the bose is improved.
Owner:JIAXING SYNBIOLAB TECHNOLOGY CO LTD

Preparation method of N-[2-(phenylmethyl) phenyl]-2-chloroacetamide

The invention provides a novel method for preparing an epinastine intermediate N-[2-(phenyl methyl) phenyl]-2-chloroacetamide. The method mainly comprises the following steps: by taking 2-aminobenzophenone as an initial raw material, firstly reducing and then acylating, and carrying out reduction reaction on carbonyl of 2-aminobenzophenone to methylene under the catalysis of RaneyNi by taking water as a proton source. The method has the advantages that RaneyNi is recycled and reused, the organic solvent can be recycled and reused, hydrogen and a hydrogenation kettle are not needed, introduction of a high-boiling-point solvent and a toxic reagent is avoided, and the method is easy and convenient to operate, mild in reaction condition, short in reaction time, low in cost, small in pollution, high in product yield and purity and suitable for industrial large-scale production.
Owner:CHONGQING ENLIAN BIOTECHNOLOGY CO LTD

A method for synthesizing a key intermediate, n-methyl-3-hydroxyphenylamine

The application belongs to the technical field of medicine synthesis, and particularly relates to a synthesis method of a key intermediate N-methyl-3-hydroxyphenylamine, which comprises the following steps: using N-methyl-N-trifluoroacetyl phenylamine as a starting material, esterifying the starting material with a carboxylic acid under the action of an oxidizing agent system, and further hydrolyzing the ester and trifluoroacetyl under alkaline conditions to obtain N-methyl-3-hydroxyphenylamine. Compared with the prior art, the scheme has the characteristics of high product yield, high purity, avoidance of the step of using a reducing agent for carbonyl reduction, and easy separation and purification of the reaction product, and is suitable for industrial production.
Owner:SHANDONG NEW TIME PHARMA CO LTD

A process for the preparation of chiral chromone or chromene carboxylic acid compounds

PendingCN122325425APtru catalystEthyl group
This invention relates to the field of asymmetric catalytic hydrogenation, specifically to a method for preparing chiral chromone or chromane carboxylic acid compounds. The method involves preparing a chiral catalyst from a nickel compound and ligands. By controlling the combination of the nickel compound-ligand-solvent, enantioselective hydrogenation of the conjugated C=C bonds of the substrate chromone carboxylic acid compound is achieved, yielding the semi-reduced product chiral chromone carboxylic acid; or, further, the carbonyl group is reduced, and carbonyl reduction and dehydroxylation reactions are carried out at room temperature under trifluoroacetic acid and triethylsilane conditions to obtain the fully reduced product chiral chromane carboxylic acid. The catalytic system of this invention is simple to construct, and the selectivity can be controlled by the solvent system. It maintains high conversion and excellent enantioselectivity even under high S / C conditions, making it suitable for the efficient preparation of chiral chromone / chromane skeletal carboxylic acid compounds.
Owner:SHENZHEN GREENCAT PHARMACEUTICAL TECHNOLOGY CO LTD

Metal quinoline covalent organic framework and preparation method and application thereof

The invention belongs to the field of coordination polymers, and particularly relates to a novel metal quinoline covalent organic framework and preparation thereof, and application of the novel metal quinoline covalent organic framework in photocatalytic alkenyl carbonyl reductive cross-coupling. The invention provides various metal quinoline covalent organic frameworks. Raw materials of the metal quinoline covalent organic frameworks comprise an amino monomer, an aldehyde group-containing organic monomer, pyruvic acid and transition metal salt. The metal quinoline covalent organic framework obtained by the invention has ultralong-life excitons exceeding 8000 picoseconds, and shows excellent performance of photocatalytic alkenyl carbonyl reduction cross coupling; the method has remarkable conversion efficiency and separation yield in a wide substrate range, the highest conversion efficiency is 99%, and the catalyst has recoverability.
Owner:SICHUAN UNIV

Synthesis process of estetrol

The present invention provides an estetrol synthesis process, and relates to the technical field of steroid compound synthesis processes, and the method comprises the following steps: taking estrone as an initial raw material, firstly carrying out 3-site hydroxyl protection, and then carrying out an oxidative dehydrogenation reaction in the presence of a metal catalyst and in an oxygen atmosphere to prepare a key intermediate ketene, then 17-site carbonyl reduction, 17-site hydroxyl protection, 15, 16-site double bond dihydroxylation, 3-site protecting group removal and hydrolysis reaction are sequentially carried out, and finally the target product estetrol is obtained. The method adopts metal catalysis to directly oxidize to construct cycloenone, effectively avoids the problem of poor stability of partial intermediates in the prior art, has the advantages of simple process, short reaction steps, greenness, environmental protection and the like, and is suitable for industrial production.
Owner:YUNNAN ZEWEI PHARM CO LTD

Carbonyl reductase mutant and application

The invention relates to the technical field of biology, in particular to a carbonyl reductase mutant and application. According to the carbonyl reductase mutant and application provided by the embodiment of the invention, the carbonyl reductase mutant generates mutation which is generated at at least one key site in an amino acid sequence as shown in SEQ ID NO: 40 and is beneficial to improving the reducibility of carbonyl in beta-acetone xyloside; through the mode, the carbonyl reductase mutant shows excellent carbonyl reduction catalytic activity, beta-acetone xyloside can be efficiently converted into (S)-glassine, and the synthesis efficiency of the (S)-glassine is improved.
Owner:JIAXING SYNBIOLAB TECHNOLOGY CO LTD

Preparation method of cholesterol

The invention relates to the technical field of pharmaceutical chemicals, in particular to a preparation method of cholesterol. The method comprises the following steps: 3-position carbonyl ketal protection reaction: uniformly mixing BA, ethylene glycol, p-toluene phosphoric acid and triethyl orthoformate, controlling the temperature to be 40-60 DEG C, reacting for 2-8 hours, cooling to-10-10 DEG C, controlling the temperature to be 1-5 hours, filtering, and drying at 40-70 DEG C to obtain a compound IM1; oxidation of 21-site hydroxyl into aldehyde; s3, carrying out Grignard reaction on the 21-site aldehyde group; carrying out a reaction of oxidizing 21-site hydroxyl into ketone; carrying out a reaction of reducing 21-site carbonyl into methylene; carrying out 3-position carbonyl ester forming reaction; the method disclosed by the invention has the characteristics of good selectivity, low cost and small pollution, and the method is stable and easy to realize industrial production.
Owner:SHANDONG SIRUI BIOPHARMACEUTICAL CO LTD +1

Preparation method of starting material SM3 of posaconazole

The invention relates to the technical field of synthesis of drug intermediates, in particular to a preparation method of a posaconazole starting material SM3. CeCl3. 7H2O and sodium borohydride are added into a compound POS-1 for an asymmetric reduction reaction to obtain a compound POS-2, the compound POS-2 reacts with 3, 5-bis (trifluoromethyl) benzene sulfonyl chloride to obtain a compound POS-3, hydrazine hydrate attacks from the back side of the compound POS-3 with large steric hindrance, an SN2 reaction is carried out to obtain a compound POS-4 with specific stereoselectivity, the compound POS-4 reacts with ethyl formate, and the compound POS-4 reacts with ethyl formate to obtain a compound POS-3 with specific stereoselectivity. And salifying with oxalic acid to obtain the initial raw material SM3 of the product posaconazole. According to the method, the chiral resolution step is effectively avoided in the modes of asymmetric carbonyl reduction and selective nucleophilic substitution, so that the content of isomer impurities is reduced, the prepared product is high in ee value, the yield is also remarkably improved, and the production cost is greatly reduced.
Owner:SHANDONG JINCHENG KERUI CHEMICAL CO LTD +1

Water-soluble ruthenium catalyst as well as preparation method and application thereof

The invention provides a water-soluble ruthenium catalyst as well as a preparation method and application thereof. The water-soluble ruthenium catalyst disclosed by the invention has the advantages of good water solubility, high catalytic efficiency, high chemical stability and no toxicity; the water-soluble ruthenium catalyst can be used for reduction of carbonyl compounds and catalysis of reduction reaction of carbonyl in bufalin precursor molecules in water to generate bufalin molecules; the polymer ruthenium catalyst is synthesized through a reversible addition-fragmentation transfer polymerization method, and the synthesis method is simple and short in synthesis step.
Owner:SHENZHEN INST OF ADVANCED TECH

Method for preparing squalamine key intermediate

A method for preparing a squalamine key intermediate of formula (I), wherein R is as defined in the description. In the method, 5α-chenodeoxycholic acid is used as a raw material, and is reacted with a Weinreb reagent to obtain a Weinreb amide; then, the Weinreb amide is sequentially subjected to an oxidation reaction, a ketalization reaction with ethylene glycol, and a nucleophilic reaction with an organometallic reagent, and is finally subjected to a reductase-catalyzed asymmetric carbonyl reduction reaction to obtain the compound of formula I. The method has the advantages of simple steps, high overall yield, high product purity, etc., and is suitable for industrial production.
Owner:ZHEJIANG AUSUN PHARMACEUTICAL CO LTD

A method for synthesizing atipamezole hydrochloride

The present application relates to the field of medicine preparation, in particular to a synthesis method of atipamezole hydrochloride. The method comprises the following steps: 4-cyanomethyl imidazole is subjected to acylation reaction, and a secondary amine group at position 1 of 4-cyanomethyl imidazole is subjected to acetyl protection to generate compound II; the compound II is subjected to two alkylations in sequence, and the cyanogen of the reaction product after the alkylation is hydrolyzed into a carboxyl group to generate compound III; under the catalysis of a Lewis acid, the compound III is subjected to intramolecular Friedel-Crafts acylation to generate compound IV; the carbonyl group of the compound IV is reduced into a methylene group to obtain a target product compound V; the method has the advantages of short synthesis route, mild reaction condition, low equipment requirement, convenient operation, high yield of reaction product, high yield of product obtained without complex purification method, and the like, and is easy to realize large-scale industrial production.
Owner:XIAMEN ORIGIN BIOTECH CO LTD

Synthesis method of clomastine intermediate

The invention belongs to the technical field of pharmaceutical chemicals, and relates to a synthesis method of a clomastine intermediate. Comprising the following steps: taking N-methyl pyrrolidone and vinyl acetate as raw materials, and obtaining N-methyl-2-(2-ethoxyl) pyrrolidine according to the following reaction route; wherein the intermediate 1, sodium borohydride and boron trifluoride diethyl etherate are subjected to heating reflux in a solvent, and a reduction reaction is performed to obtain an intermediate 2. According to the synthesis method provided by the invention, the yield and the purity of carbonyl reduction products of amide can be improved at the same time, the dosage of a reducing agent can be reduced, and the cost of the clomastine intermediate can be reduced.
Owner:HONGJITANG PHARMACEUTICAL(SHANGHE) CO LTD +1

Synthesis method of plant-derived deoxycholic acid

The application discloses a synthetic method of plant-derived deoxycholic acid, which comprises the following steps: taking plant-derived 9-OH-BA as raw material, and synthesizing the deoxycholic acid through side chain oxidation reaction, Wittig or Wittig-Horner reaction, dehydration reaction, hydrogenation reduction reaction, esterification reaction, C ring oxidation reaction, carbonyl reduction reaction and hydrolysis reaction. In view of the safety problem existing in the preparation of traditional animal-derived deoxycholic acid, the deoxycholic acid is synthesized by using plant-derived 9-OH-BA, so that the risk of pathogenic bacteria and virus infection is avoided, the safety of clinical use is improved, the synthetic yield is high, the environment is friendly, and the method is suitable for industrialized production and application.
Owner:SHANGHAI CLICK BIOTECH CO LTD

Isopropanol system for synthesis of glassine and application of isopropanol system

The invention relates to the technical field of biology, in particular to an isopropanol system for synthesis of glassine and application thereof.In the presence of coenzyme NAD < + >, isopropanol dehydrogenase catalyzes isopropanol to generate acetone, and NAD < + > is reduced into coenzyme NADH; in the presence of a coenzyme NADH (Nicotinamide Adenine Dinucleotide), the carbonyl reductase mutant performs carbonyl reduction catalysis on beta-acetone xyloside to generate a bose, the NADH is oxidized into NAD < + >, and the carbonyl reductase mutant generates mutation which is favorable for improving the reducibility of carbonyl in the beta-acetone xyloside at at least one key site in an amino acid sequence shown as SEQ ID NO: 40. Excellent carbonyl reduction catalytic activity is shown, so that the circulating speed of coenzymes NADH and NAD < + > is increased, and the synthesis efficiency of (S)-glassine is improved.
Owner:JIAXING SYNBIOLAB TECHNOLOGY CO LTD

Method for asymmetric synthesis of R-6, 8-dichloro ethyl caprylate by catalytic hydrogenation of composite catalyst

The invention is applied to the technical field of compound preparation, and discloses a method for asymmetric synthesis of R-6, 8-dichloro ethyl caprylate by catalytic hydrogenation of a composite catalyst, the method comprises the following steps: S1, activating a carrier aluminum oxide; s2, preparing a composite catalyst; s3, high-pressure hydrogenation; and S4, chlorination. According to the method, the activated aluminum trioxide carrier and the ruthenium-palladium mixed catalyst are subjected to hydrogenation reduction to obtain R-6-hydroxy-8-chloro ethyl caprylate at proper temperature and pressure, the selectivity is high, the selectivity is 99% or above, and the optical purity is 98% or above; an activated aluminum trioxide carrier and a ruthenium and palladium mixed catalyst have high inhibition on dechlorinated and ester group reduction in the carbonyl reduction process at proper temperature and pressure; a high-pressure hydrogenation process is a new process route applied to compound carbonyl reduction; the same solvent is adopted for high-pressure hydrogenation and chlorination, the post-treatment difficulty of the subsequent process is reduced, and the method is more suitable for industrial production.
Owner:SUZHOU KAIYUAN MINSHENG SCI & TECH CORP

Organic photocatalyst based on isothiatruxene skeleton as well as preparation method and application of organic photocatalyst

The invention discloses an organic photocatalyst based on an isothiatruxene skeleton as well as a preparation method and application of the organic photocatalyst. The preparation method of the organic photocatalyst comprises the following steps: by taking substituted or unsubstituted benzothiophene as a raw material, adding dichloro dicyanobenzoquinone, dropwise adding trifluoromethanesulfonic acid, and stirring at room temperature for 3-12 hours, or by taking substituted or unsubstituted benzothiophene and ninhydrin as raw materials, adding acetic acid and concentrated sulfuric acid, and reacting at 90 DEG C for 3-12 hours, thereby obtaining the photocatalyst based on the isothiatruxene skeleton. And adding hydrogen peroxide or m-chloroperoxybenzoic acid into the catalyst, and reacting at room temperature for 6-48 hours to obtain the photocatalyst based on the sulfoxide impurity or sulfone impurity isotruxene skeleton. The organic photocatalyst can catalyze a plurality of photooxidation reduction reactions under visible light, including carbonyl reductive coupling, alkyne oxidation, decarboxylation fluorination, toluene oxidation, amino heteroarylation of non-activated olefin, arone reductive deoxidation, styrene hydroformylation, styrene alkoxy acylation and aryl halide dehalogenation hydrogenation.
Owner:FUJIAN NORMAL UNIV

A method for the synthesis of 2,6-difluorostyrene

PendingCN122277366AHas industrial application valueSolve the problem of low-price, high-quality and stable supplyChemical synthesisAlkane
This application discloses a method for synthesizing 2,6-difluorostyrene, belonging to the field of organic chemical synthesis technology, including the following steps: (1) 2,6-dichlorobenzonitrile undergoes a halogen exchange fluorination reaction with a fluorinating agent in a polar aprotic solvent to obtain 2,6-difluorobenzonitrile; (2) the obtained 2,6-difluorobenzonitrile undergoes an addition reaction with methyl magnesium halide in an inert solvent, followed by hydrolysis to obtain 2,6-difluoroacetophenone; (3) the obtained 2,6-difluoroacetophenone undergoes a carbonyl reduction reaction in a solvent to obtain 1-(2,6-difluorophenyl)ethanol; (4) the obtained 1-(2,6-difluorophenyl)ethanol undergoes a dehydration reaction in an alkane solvent under protic acid catalysis to obtain 2,6-difluorostyrene. This synthesis method has the advantages of inexpensive and readily available raw materials, good atom economy, simple reaction operation, high synthesis yield, and good product purity, making it suitable for industrial application.
Owner:ZHEJIANG ZHONGXIN FLUORIDE MATERIALS CO LTD

N-N axial chiral monophosphine ligand as well as preparation method and application thereof

The invention belongs to the technical field of organic chemical synthesis, and particularly relates to an N-N axial chiral monophosphine ligand as well as a preparation method and application thereof. The structure of the N-N axial chiral monophosphine ligand is shown as a formula I and a formula II, wherein in the formula I and the formula II, Ar is aryl, substituted aryl or heteroaryl; r < 1 >-R < 3 > are respectively and independently selected from hydrogen, aryl, substituted aryl, heteroaryl, alkyl, alkylene and halogen. The N-N axial chiral monophosphine ligand is constructed by taking a phosphine-containing indole derivative and acrylate as raw materials under the action of an iridium catalyst and a chiral ligand. The ligand can be used for carbonyl reduction reaction catalyzed by rhodium and coupling reaction catalyzed by palladium, and shows excellent enantioselectivity; the conjugated structure of indole and pyrrole is combined with the electronic characteristics of phosphine groups, so that the compound is expected to be applied to the development of organic photoelectric materials and bioactive molecules. The method provides a wide space for developing a novel efficient chiral catalyst, and has a very good application prospect.
Owner:QINGDAO UNIV

A novel 7α-hydroxysteroid dehydrogenase gene R-α-1 and its application in the production of converted bear bile powder.

This invention relates to the field of artificial bear bile powder preparation technology, specifically to a novel 7α-hydroxysteroid dehydrogenase gene R-α-1 and its application in the production and conversion of bear bile powder. This method isolates a novel gene catalyzing asymmetric carbonyl reduction reactions from the feces of Sichuan brown bears. This gene encodes a 7α-hydroxysteroid dehydrogenase, which catalyzes the formation of the intermediate tauroursodeoxycholic acid from tauroursodeoxycholic acid, which is further catalyzed by a 7β-hydroxysteroid dehydrogenase to produce tauroursodeoxycholic acid, the main component of bear bile powder. The nucleotide sequence of this gene is shown in SEQ ID NO.1, and its encoded amino acid sequence is shown in SEQ ID NO.2. This technical solution can solve the technical problem that existing types of 7α-hydroxysteroid dehydrogenases cannot meet the needs of large-scale production due to unsatisfactory enzyme activity and thermostability, and has ideal prospects for widespread application.
Owner:CHONGQING KINBEAR BIOTECHNOLOGY CO LTD

Synthesis method of evocamide

PendingCN121045051AOrganic chemistryEndocrine system disorderP-nitrobenzenesulfonyl chloridePhenylacetic acid
The invention provides a synthesis method of evocamide, and belongs to the technical field of medicines. The preparation method comprises the following steps: S1, carrying out dehydration condensation on D-malic acid, and then carrying out amidation and dehydration cyclization on D-malic acid and aryl p-aminophenylacetate to obtain an intermediate 1; s2, carrying out carbonyl reduction on an amido bond of the intermediate 1 to obtain an intermediate 2; s3, removing acetyl from the intermediate 2 to obtain an intermediate 3; s4, reacting the intermediate 3 with p-nitrobenzenesulfonyl chloride or o-nitrobenzenesulfonyl chloride to obtain an intermediate 4, substituting the intermediate 4 with (R)-1-(1-naphthyl) ethylamine, and salifying with hydrogen chloride to obtain an intermediate 5; and S5, hydrolyzing the intermediate 5 to obtain the ivacalcet. The starting material is low in price, so that the production cost is greatly reduced; the route is simple, and the synthesis method which is simpler and more convenient and higher in yield is provided; the preparation of the intermediate 5 does not need the participation of a palladium catalyst, so that the target product has no heavy metal residue, and the safety of the medicine is improved.
Owner:HEBEI TIANCHENG PHARMA

Carbonyl reductase mutants and their application in the synthesis of S-bosone

The present invention provides a carbonyl reductase mutant and its synthesis S The mutant protein is a non-natural protein, and the mutant protein has the ability to significantly improve the catalytic reduction of the carbonyl group in 1-C-(β-D-pyranosyl)-acetone to generate S The carbonyl reductase mutant strain with enhanced activity in the present invention is applied to S In the production process of ‑configuration bosogen, its carbonyl reduction ability can be improved, and the complete conversion of 100‑240 g / L substrate can be achieved to generate S ‑Configurational Bose.
Owner:TIANJIN INST OF IND BIOTECH CHINESE ACADEMY OF SCI