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Safety Information

391344

Sigma-Aldrich

(S)-(+)-2-Oxo-4-phenyl-3-oxazolidineacetic acid

98%

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About This Item

Empirical Formula (Hill Notation):
C11H11NO4
CAS Number:
Molecular Weight:
221.21
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

optical activity

[α]28/D +165°, c = 2 in chloroform

mp

103-105 °C (lit.)

SMILES string

OC(=O)CN1[C@H](COC1=O)c2ccccc2

InChI

1S/C11H11NO4/c13-10(14)6-12-9(7-16-11(12)15)8-4-2-1-3-5-8/h1-5,9H,6-7H2,(H,13,14)/t9-/m1/s1

InChI key

PUKMRNJLFMISMT-SECBINFHSA-N

Application

The chiral ketene derived from this product leads to chiral β-lactams via the Staudinger reaction. This strategy has been extended to prepare unnatural dipeptides.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Tetrahedron Letters, 26, 3783-3783 (1985)
Journal of the American Chemical Society, 112, 770-770 (1990)

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