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Sigma-Aldrich

Methyl (S)-(+)-3-hydroxybutyrate

99%

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Linear Formula:
CH3CH(OH)CH2CO2CH3
CAS Number:
Molecular Weight:
118.13
Beilstein/REAXYS Number:
6367546
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

99%

form

liquid

optical activity

[α]20/D +19.8°, neat

optical purity

ee: 98% (GLC)

refractive index

n20/D 1.421 (lit.)

bp

63 °C/10 mmHg (lit.)

density

1.071 g/mL at 25 °C (lit.)

SMILES string

COC(=O)C[C@H](C)O

InChI

1S/C5H10O3/c1-4(6)3-5(7)8-2/h4,6H,3H2,1-2H3/t4-/m0/s1

InChI key

LDLDJEAVRNAEBW-BYPYZUCNSA-N

Related Categories

Application

Methyl (S)-(+)-3-hydroxybutyrate may be used as an intermediate in the synthesis of (-)-methyl elenolate.
Optically active starting material

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

163.4 °F - closed cup

flash_point_c

73 °C - closed cup

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)


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A new route to substituted 3-methoxycarbonyldihydropyrans; enantioselective synthesis of (-)-methyl elenolate.
Hatakeyama S, et al.
Journal of the Chemical Society. Chemical Communications, 17, 1202-1204 (1988)
Xiao-Hong Chen et al.
PloS one, 9(4), e94543-e94543 (2014-04-18)
A novel carbonyl reductase (AcCR) catalyzing the asymmetric reduction of ketones to enantiopure alcohols with anti-Prelog stereoselectivity was found in Acetobacter sp. CCTCC M209061 and enriched 27.5-fold with an overall yield of 0.4% by purification. The enzyme showed a homotetrameric

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