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Sigma-Aldrich

(R)-(−)-4-Benzyl-3-propionyl-2-oxazolidinone

99%

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About This Item

Empirical Formula (Hill Notation):
C13H15NO3
CAS Number:
Molecular Weight:
233.26
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

assay

99%

form

solid

optical activity

[α]20/D −102°, c = 1 in ethanol

optical purity

ee: 99% (HPLC)

mp

44-46 °C (lit.)

SMILES string

CCC(=O)N1[C@@H](COC1=O)Cc2ccccc2

InChI

1S/C13H15NO3/c1-2-12(15)14-11(9-17-13(14)16)8-10-6-4-3-5-7-10/h3-7,11H,2,8-9H2,1H3/t11-/m1/s1

InChI key

WHOBYFHKONUTMW-LLVKDONJSA-N

General description

(R)-(−)-4-Benzyl-3-propionyl-2-oxazolidinone is used as a building block in organic synthesis for the preparation of oxazolidinone derivatives.

Application

(R)-(−)-4-Benzyl-3-propionyl-2-oxazolidinone can be used as a building block for the preparation of methyl 3-[(S)-3-((R)-4-benzyl-2-oxooxazolidin-3-yl)-2-methyl-3-oxopropyl]benzoate by treating with strong base followed by the addition of methyl 3-bromomethyl benzoate.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

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Bruckner, S, et al.
Chemistry?A European Journal , 23(24), 5692-5695 (2017)
Oxazolidinone cross-alkylation during Evans? asymmetric alkylation reaction
Fresno N, et al.
Tetrahedron, 67(47), 9104-9111 (2011)

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