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Merck
CN

482919

Sigma-Aldrich

Methyl (2R,3S)-(+)-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
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Assay

99%

optical activity

[α]23/D +31°, c = 1 in H2O

mp

84-88 °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+/m0/s1

InChI key

IXDRYSIPXMREGK-DTWKUNHWSA-N

Application

Methyl (2R,3S)-(+)-2,3-dihydroxy-3-phenylpropionate can be used as an intermediate in the synthesis of:
  • Biologically important 5-phenyl substituted Δ2-thiazolines.
  • An antidepressant, (+)-(S)-dapoxetine.
  • (R)-Cyclohexyl lactic acid, a building block required for the preparation of an E-selectin inhibitor.

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

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