54957
Methyl (R)-3-hydroxybutyrate
puriss., ≥99.0% (sum of enantiomers, GC)
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About This Item
Linear Formula:
CH3CH(OH)CH2CO2CH3
CAS Number:
Molecular Weight:
118.13
EC Number:
223-610-0
UNSPSC Code:
12352108
PubChem Substance ID:
Beilstein/REAXYS Number:
6130687
MDL number:
grade
puriss.
assay
≥99.0% (sum of enantiomers, GC)
optical activity
[α]20/D −50±2°, c = 1.3% in chloroform stab. with amylenes
optical purity
enantiomeric ratio: ≥98:2 (GC)
refractive index
n20/D 1.421 (lit.), n20/D 1.422
bp
56-58 °C/11 mmHg (lit.)
density
1.055 g/mL at 20 °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-/m1/s1
InChI key
LDLDJEAVRNAEBW-SCSAIBSYSA-N
Other Notes
Important optically active compound for the preparation of various bifunctional building blocks
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
163.4 °F - closed cup
flash_point_c
73 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
Regulatory Information
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A new synthesis of a key intermediate of beta-lactam antibiotics via diastereoselective alkylation of beta-hydroxy ester.
W H Ham et al.
The Journal of organic chemistry, 65(24), 8372-8374 (2000-12-02)
A. Fischli et al.
Modern Synthetic Methods, 2, 269-269 (1980)
R M Garbaccio et al.
Organic letters, 2(20), 3127-3129 (2000-09-29)
A concise, stereospecific synthesis of radicicol dimethyl ether is presented. The strategy relies on a convergent three-stage assembly of the 14-membered lactone which has, as a key transformation, a novel ring-forming metathesis reaction utilizing a vinyl epoxide.