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Merck
CN

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:
80657-57-4
Molecular Weight:
118.13
UNSPSC Code:
12352108
NACRES:
NA.22
PubChem Substance ID:
24856356
MDL number:
MFCD00064520
Beilstein/REAXYS Number:
1720830
Assay:
97%
Form:
liquid

Key Documents

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InChI

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

SMILES string

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

InChI key

ATCCIZURPPEVIZ-BYPYZUCNSA-N

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.)

functional group

ester, hydroxyl

Quality Level

200

Related Categories

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

10 - Combustible liquids

wgk

WGK 3

flash_point_f

176.0 °F - closed cup

flash_point_c

80 °C - closed cup

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCT6847
MKCN8293
MKCN5973
MKCM8621
MKCM5932

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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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