88759-56-2

Basic information

• Product Name: (S)-4-BROMO-3-HYDROXY-BUTYRIC ACID METHYL ESTER
• Synonyms: (S)-4-BROMO-3-HYDROXY-BUTYRIC ACID METHYL ESTER;METHYL (S)-3-HYDROXY-4-BROMOBUTYRATE;Methyl (S)-3-hydroxy-4-bromobutylate;(S)-Methyl 4-broMo-3-hydroxybutanoate;Methyl (S)-3-Hydroxy-4-broMobutyate
• CAS NO: 88759-56-2
• Molecular Formula: C₅H₉BrO₃
• Molecular Weight: 197.02716
• Mol File: 88759-56-2.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (S)-4-BROMO-3-HYDROXY-BUTYRIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-4-BROMO-3-HYDROXY-BUTYRIC ACID METHYL ESTER(88759-56-2)
• EPA Substance Registry System: (S)-4-BROMO-3-HYDROXY-BUTYRIC ACID METHYL ESTER(88759-56-2)

Safety Data

• Hazardous Substances Data: 88759-56-2(Hazardous Substances Data)

Usage

General Description

(S)-4-Bromo-3-Hydroxy-Butyric Acid Methyl Ester is a chemical compound that belongs to the class of organic compounds known as fatty acid esters. It is a methyl ester derivative of (S)-4-bromo-3-hydroxybutyric acid, which is a key intermediate in the biosynthesis of the neurotransmitter gamma-aminobutyric acid (GABA). (S)-4-BROMO-3-HYDROXY-BUTYRIC ACID METHYL ESTER has potential pharmacological properties and is being studied for its potential to modulate GABAergic neurotransmission. It is also used as a building block in the synthesis of various pharmaceuticals and agrochemicals. Additionally, it may have potential applications in the fields of medicine, biochemistry, and organic synthesis.

Upstream product

• 17790-81-7 methyl 4-bromo-3-oxobutanoate 
• 88824-09-3 methyl (2S,3R)-2,4-dibromo-3-hydroxybutanoate 

Downstream Products

• 119673-72-2 (S)-4-iodo-3-<<(1,1-dimethylethyl)diphenylsilyl>oxy>butanoic acid methyl ester 
• 119899-81-9 (S)-4-(hydroxymethoxyphosphinyl)-3-<<(1,1-dimethylethyl)diphenylsilyl>oxy>butanoic acid methyl ester 
• 119899-86-4 (S)-4-(Methoxychlorophosphinyl)-3-[[(t-butyl)diphenylsilyl]oxy]-butanoic acid, methyl ester 
• 119900-72-0 (S)-4--3-<<(1,1-dimethylethyl)diphenylsilyl>oxy>butanoic acid methyl ester 
• 119900-89-9 Methyl (S)-4-phosphono-3-(tert-butyldiphenylsiloxy)butyrate 
• 137586-70-0 (S)-4-({2-[6-tert-Butyl-4-(4-fluoro-phenyl)-2-isopropyl-pyridin-3-yl]-ethyl}-methoxy-phosphinoyl)-3-hydroxy-butyric acid methyl ester 
• 129122-54-9 (S)-4-({2-[4-(4-Fluoro-phenyl)-2-isopropyl-6-phenyl-pyridin-3-yl]-ethyl}-methoxy-phosphinoyl)-3-hydroxy-butyric acid methyl ester 
• 137604-56-9 (S)-4-{[6-Cyclopropyl-4-(4-fluoro-phenyl)-2-isopropyl-pyridin-3-ylethynyl]-methoxy-phosphinoyl}-3-hydroxy-butyric acid methyl ester 
• 135427-19-9 (S)-4-<<2-<4-(4-fluorophenyl)-5-methyl-2-(1-methylethyl)-6-phenyl-3-pyridinyl>ethyl>methoxyphosphinyl>-3-hydroxybutanoic acid methyl ester 

Relevant articles and documents

Biocatalytic reduction system for the production of chiral methyl (R)/(S)-4-bromo-3-hydroxybutyrate

An effective method for producing methyl 4-bromo-3-hydroxybutyrate enantiomers was developed using an engineered protein. Escherichia coli transformant cells containing a mutant β-keto ester reductase (KER-L54Q) from Penicillium citrinum and a cofactor-regeneration enzyme such as glucose dehydrogenase (GDH) or Leifsonia sp. alcohol dehydrogenase (LSADH) were used to produce methyl (S)-4-bromo-3-hydroxybutyrate from methyl 4-bromo-3-oxobutyrate. On the other hand, the production of methyl (R)-4-bromo-3-hydroxybutyrate was achieved by asymmetric reduction of methyl 4-bromo-3-oxobutyrate with a mutant phenylacetaldehyde reductase (PAR-HAR1) from Rhodococcus sp. ST-10.

Production of (R)-chiral alcohols by a hydrogen-transfer bioreduction with NADH-dependent Leifsonia alcohol dehydrogenase (LSADH)

Alcohol dehydrogenase (LSADH) isolated from Leifsonia sp. S749 was used to produce (R)-chiral alcohols. The enzyme with a broad substrate range reduced various prochiral ketones and keto esters to yield optically active secondary alcohols with a high enantiomeric excess. LSADH transferred the pro-S hydrogen of NADH to the carbonyl moiety of phenyl trifluoromethyl ketone 13 through its re face to give (S)-1-phenyl-2,2,2-trifluoroethanol 40. LSADH was able to efficiently reproduce NADH when 2-propanol was used as a hydrogen donor in the reaction mixture.

HMG-COA REDUCTASE INHIBITORS

Disclosed are novel substituted cyclohexenyl phosphinylhydroxybutyrates as 3-hydroxy-3-methylglutaryl-coenzyme A reductase inhibitors useful as antihypercholesterolemic agents represented by the formula: STR1 and pharmaceutically acceptable salts ther