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243167

Sigma-Aldrich

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

99%

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About This Item

Linear Formula:
CH3CH(OH)CH2CO2CH3
CAS Number:
53562-86-0
Molecular Weight:
118.13
Beilstein:
6367546
EC Number:
258-628-8
MDL number:
MFCD00064461
UNSPSC Code:
12352108
PubChem Substance ID:
24854602
NACRES:
NA.22

Quality Level

100

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.)

functional group

ester
hydroxyl

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

Application

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

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

163.4 °F - closed cup

Flash Point(C)

73 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

243167-1G:
243167-BULK:
243167-100G:
243167-VAR:
243167-250MG:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCP7550
BCBX4380
MKCG9881
MKCF4557
MKBX9937V

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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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