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376906

Sigma-Aldrich

D-(+)-3-Phenyllactic acid

98%

Synonym(s):

(R)-2-Hydroxy-3-phenylpropionic acid, (R)-3-Phenyllactic acid

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About This Item

Linear Formula:
C6H5CH2CH(OH)CO2H
CAS Number:
Molecular Weight:
166.17
Beilstein:
2209793
EC Number:
MDL number:
UNSPSC Code:
12352002
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

form

solid

optical activity

[α]20/D +19°, c = 1 in ethanol

mp

122-124 °C (lit.)

SMILES string

O[C@H](Cc1ccccc1)C(O)=O

InChI

1S/C9H10O3/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8,10H,6H2,(H,11,12)/t8-/m1/s1

InChI key

VOXXWSYKYCBWHO-MRVPVSSYSA-N

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Application

Chiral building block employed in the preparation of statine. Starting material in the preparation of the hypoglycemic agent enlitazone and of 15N-labeled phenylalanine.

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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Urban, F.J. et al.
Journal of Heterocyclic Chemistry, 29, 431-431 (1991)
Degerbeck, F. et al.
Journal of the Chemical Society. Perkin Transactions 1, 11-11 (1993)
Journal of Heterocyclic Chemistry, 29, 431-431 (1992)
Helena Lind et al.
FEMS microbiology letters, 271(2), 310-315 (2007-04-26)
Antifungal compounds from cultures of five type strains of dairy propionibacteria, as well as from the cultivation medium, were studied. Cell-free supernatants and medium were fractionated by C(18) solid phase extraction. The aqueous 95% acetonitrile fractions were analyzed by GC-MS
Demao Li et al.
Se pu = Chinese journal of chromatography, 22(3), 281-283 (2005-02-17)
Various factors affecting the chiral resolution of 3-phenyllactic acid by capillary zone electrophoresis such as the type of cyclodextrin, concentration of the chiral selector, buffer pH, voltage, and temperature were studied and optimized. Using 30 mmol/L hydroxypropyl-beta-cyclodextrin as the chiral

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