88271-13-0

Basic information

• Product Name: Butanoic acid, 2-hydroxy-, ethyl ester, (2S)-
• Synonyms: L-2-Hydroxy-buttersaeure-aethylester;(S)-2-Hydroxy-butyric acid ethyl ester;L-2-hydroxy-butyric acid ethyl ester;ethyl (S)-2-hydroxybutanoate;ethyl (S)-2-hydoxybutanoate;(S)-ethyl 2-hydroxybutanoate;(S)-ethyl-3-hydroxybutanoate
• CAS NO: 88271-13-0
• Molecular Formula: C6H12O3
• Molecular Weight: 132.159
• Mol File: 88271-13-0.mol
• Article Data: 15

Chemical Properties

• CAS DataBase Reference: Butanoic acid, 2-hydroxy-, ethyl ester, (2S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Butanoic acid, 2-hydroxy-, ethyl ester, (2S)-(88271-13-0)
• EPA Substance Registry System: Butanoic acid, 2-hydroxy-, ethyl ester, (2S)-(88271-13-0)

Safety Data

• Hazardous Substances Data: 88271-13-0(Hazardous Substances Data)

Upstream product

• 64-17-5 ethanol 
• 88241-56-9 ethyl (2S)-2-acetoxybutanoate 
• 533-68-6 2-bromobutyric acid ethyl ester 
• 15933-07-0 Ethyl 2-oxobutanoate 
• 3347-90-8 (2S)-2-hydroxybutanoic acid 

Downstream Products

• 112597-15-6 (S)-3-[(2,2-Dimethyl-1-methylene-propoxy)-methyl-phenyl-silanyloxy]-butyric acid ethyl ester 

Relevant articles and documents

Identification of a Robust Carbonyl Reductase for Diastereoselectively Building syn-3,5-Dihydroxy Hexanoate: A Bulky Side Chain of Atorvastatin

t-Butyl-6-cyano-(3R,5R)-dihydroxyhexanoate is an advanced chiral precursor for the synthesis of the side chain pharmacophore of cholesterol-lowering drug atorvastatin. Herein, a robust carbonyl reductase (LbCR) was newly identified from Lactobacillus brevis, which displays high activity and excellent diastereoselectivity toward bulky t-butyl 6-cyano-(5R)-hydroxy-3-oxo-hexanoate (7). The engineered Escherichia coli cells harboring LbCR and glucose dehydrogenase (for cofactor regeneration) were employed as biocatalysts for the asymmetric reduction of substrate 7. As a result, as much as 300 g L-1 of water-insoluble substrate was completely converted to the corresponding chiral diol with >99.5% de in a space-time yield of 351 g L-1 d-1, indicating a great potential of LbCR for practical synthesis of the very bulky and bi-chiral 3,5-dihydroxy carboxylate side chain of best-selling statin drugs.

Enantioselectivity of haloalkane dehalogenases and its modulation by surface loop engineering

In the loop: Engineering of the surface loop in haloalkane dehalogenases affects their enantiodiscrimination behavior. The temperature dependence of the enantioselectivity (lnE versus 1/T) of β-bromoalkanes by haloalkane dehalogenases is reversed (red data points) by deletion of the surface loop; the selectivity switches back when an additional single-point mutation is made. This behavior is not observed for -bromoesters.

Purification and characterization of two alpha-keto ester reductases from Streptomyces thermocyaneoviolaceus IFO 14271.

Two NADPH-dependent alpha-keto ester reductases (Streptomyces thermocyaneoviolaceus keto ester reductase, STKER-II and -III) were purified from S. thermocyaneoviolaceus IFO 14271, one of thermophilic actinomycetes. The molecular masses of native STKER-II