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482927

Sigma-Aldrich

Methyl (2S,3R)-(−)-2,3-dihydroxy-3-phenylpropionate

99%

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About This Item

Linear Formula:
C6H5CH(OH)CH(OH)CO2CH3
CAS Number:
Molecular Weight:
196.20
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.22

Assay

99%

optical activity

[α]21/D −10°, c = 1 in chloroform

mp

85-88 °C (lit.)

SMILES string

COC(=O)[C@@H](O)[C@H](O)c1ccccc1

InChI

1S/C10H12O4/c1-14-10(13)9(12)8(11)7-5-3-2-4-6-7/h2-6,8-9,11-12H,1H3/t8-,9+/m1/s1

InChI key

IXDRYSIPXMREGK-BDAKNGLRSA-N

Application

Methyl (2S,3R)-(−)-2,3-dihydroxy-3-phenylpropionate can be used to synthesize methyl(2R,3R)-2,3-epoxy-3-phenylpropionate, a key intermediate for the preparation of taxol side chain.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Study of Cyclodehydration of Methyl (2S, 3R)-2, 3-Dihydroxy-3-Phenylpropionate with Fluoroalkanesulfonyl Fluoride
Zhaohua Y, et al.
Acta Chimica Sinica , 69(10), 1269-1272 (2011)

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