270121
Methyl (S)-(+)-3-hydroxy-2-methylpropionate
97%
Synonym(s):
(+)-Methyl L-β-hydroxyisobutyrate, (S)-(+)-3-Hydroxy-2-methylpropionic acid methyl ester
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About This Item
Linear Formula:
HOCH2CH(CH3)CO2CH3
CAS Number:
Molecular Weight:
118.13
Beilstein:
1720830
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
97%
form
liquid
optical activity
[α]19/D +26°, c = 4 in methanol
optical purity
ee: 99% (GLC)
refractive index
n20/D 1.425 (lit.)
bp
74 °C/10 mmHg (lit.)
density
1.071 g/mL at 25 °C (lit.)
SMILES string
COC(=O)[C@@H](C)CO
InChI
1S/C5H10O3/c1-4(3-6)5(7)8-2/h4,6H,3H2,1-2H3/t4-/m0/s1
InChI key
ATCCIZURPPEVIZ-BYPYZUCNSA-N
Application
Methyl (S)-(+)-3-hydroxy-2-methylpropionate may be used as a starting material in the total synthesis of (+)-discodermolide, a potent antimitotic agent.
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
176.0 °F - closed cup
Flash Point(C)
80 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Total synthesis of the antimicrotubule agent (+)-discodermolide using boron-mediated aldol reactions of chiral ketones.
Paterson I, et al.
Angewandte Chemie (International Edition in English), 39(2), 377-380 (2000)
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