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469475

Sigma-Aldrich

(R)-(+)-3-(Benzyloxycarbonyl)-4-oxazolidinecarboxylic acid

98%

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About This Item

Empirical Formula (Hill Notation):
C12H13NO5
CAS Number:
Molecular Weight:
251.24
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

form

solid

optical activity

[α]20/D +92°, c = 1 in chloroform

optical purity

ee: 97% (HPLC)

mp

70-74 °C (lit.)

functional group

carboxylic acid
ether
phenyl

SMILES string

OC(=O)[C@H]1COCN1C(=O)OCc2ccccc2

InChI

1S/C12H13NO5/c14-11(15)10-7-17-8-13(10)12(16)18-6-9-4-2-1-3-5-9/h1-5,10H,6-8H2,(H,14,15)/t10-/m1/s1

InChI key

XRRRGBIMHQARMF-SNVBAGLBSA-N

Application

Useful chiral synthon (derived from serine) for the asymmetric synthesis of a variety of nitrogen-containing targets.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Falorni, M. et al.
Tetrahedron Asymmetry, 6, 287-287 (1995)

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Proline analogues are promising candidates for tuning the biological, pharmaceutical, or physicochemical properties of naturally occuring, as well as de novo designed, linear, and, cyclic peptides.

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