88759-56-2

Usage

Uses

Used in Pharmaceutical Industry:
(S)-4-BROMO-3-HYDROXY-BUTYRIC ACID METHYL ESTER is used as a key intermediate for the synthesis of pharmaceuticals due to its role in the biosynthesis of GABA, a major inhibitory neurotransmitter in the central nervous system. Its modulation of GABAergic neurotransmission makes it a promising candidate for the development of drugs targeting neurological disorders.
Used in Agrochemical Industry:
(S)-4-BROMO-3-HYDROXY-BUTYRIC ACID METHYL ESTER is used as a building block in the synthesis of agrochemicals, contributing to the development of new compounds with potential applications in agriculture for pest control and crop protection.
Used in Biochemical Research:
(S)-4-BROMO-3-HYDROXY-BUTYRIC ACID METHYL ESTER is used as a research tool in biochemistry to study the role of GABA and its related pathways, aiding in the understanding of neurotransmission and the development of therapeutic strategies for neurological conditions.
Used in Organic Synthesis:
(S)-4-BROMO-3-HYDROXY-BUTYRIC ACID METHYL ESTER is used as a synthetic building block in organic synthesis, enabling the creation of diverse chemical compounds with potential applications across various industries, including pharmaceuticals, materials science, and specialty chemicals.

Upstream product

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

Downstream Products

• 141942-85-0 (R)-ethyl 4-cyano-3-hydroxybutyrate 
• 119673-71-1 Methyl 3S-((t-butyl)diphenylsilyloxy)-4-bromo butanoate 
• 33620-52-9 S-carnitine methyl ester hydrobromide 
• 101703-35-9 4-bromo-3-(S)-(tert-butyl-dimethyl-silanyloxy)-butyric acid methyl ester 
• 119900-71-9 (S)-3-(tert-Butyl-diphenyl-silanyloxy)-4-{[(E)-2-(4'-fluoro-3,5,3'-trimethyl-biphenyl-2-yl)-vinyl]-methoxy-phosphinoyl}-butyric acid methyl ester 
• 119900-71-9 (S,Z)-4-[[2-[4'-Fluoro-3,3',5-trimethyl[1,1'-biphenyl]-2-yl]ethenyl]-methoxyphosphinyl]-3-t-butyldiphenyl-silyloxy-butanoic acid, methyl ester 
• 119901-67-6 (S)-4-(hydroxymethoxyphosphinyl)-3-<<(1,1-dimethylethyl)diphenylsilyl>oxy>butanoic acid methyl ester dicyclohexylamine salt 
• 119900-83-3 (S)-3-(tert-Butyl-diphenyl-silanyloxy)-4-{[3-(4-fluoro-phenyl)-1-isopropyl-1H-indol-2-ylethynyl]-methoxy-phosphinoyl}-butyric acid methyl ester 
• 119900-65-1 (S)-3-(tert-Butyl-diphenyl-silanyloxy)-4-{[1-(4-fluoro-phenyl)-3-isopropyl-1H-indol-2-ylethynyl]-methoxy-phosphinoyl}-butyric acid methyl ester 
• 119900-84-4 (S)-3-(tert-Butyl-diphenyl-silanyloxy)-4-({2-[3-(4-fluoro-phenyl)-1-isopropyl-1H-indol-2-yl]-ethyl}-methoxy-phosphinoyl)-butyric acid methyl ester 
• 119900-66-2 (S)-3-(tert-Butyl-diphenyl-silanyloxy)-4-({2-[1-(4-fluoro-phenyl)-3-isopropyl-1H-indol-2-yl]-ethyl}-methoxy-phosphinoyl)-butyric acid methyl ester 
• 119900-77-5 (S)-4-[[2-[4'-Fluoro-3,3',5-trimethyl-[1,1'-biphenyl]-2-yl]ethynyl]methoxy-phosphinyl]-3-t-butyldiphenylsilyloxy-butanoic acid, methyl ester 
• 119900-78-6 (S)-3-(tert-Butyl-diphenyl-silanyloxy)-4-{[2-(4'-fluoro-3,5,3'-trimethyl-biphenyl-2-yl)-ethyl]-methoxy-phosphinoyl}-butyric acid methyl ester 
• 119942-64-2 C₂₇H₄₅O₆PSi₃ 

Relevant academic research and scientific papers

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.

An efficient, cyanide free total synthesis of rosuvastatin calcium

A simple, efficient, cyanide-free protocol for the total synthesis of rosuvastatin calcium was developed from inexpensive, commercially available D-arabinose; the key steps employed were Wittig reaction followed by oxa-Michael addition. The developed synthetic protocol could be adopted for industrial production of rosuvastatin calcium.

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.

Process for producing optically active 4-halo-3-hydroxybutanoate

There are provided a polynucleotide sequence coding for an amino acid sequence capable of preferentially producing (S)-4-bromo-3-hydroxy-butanoate by asymmetrically reducing 4-bromo-3-oxobutanoate, A DNA construct having a promoter in operative linkage with the polynucleotide sequence, a recombinant vector containing the polynucleotide sequences a transformant, a recombinant vector and the like.

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