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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

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.

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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