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298891

(4R,5S)-(+)-4-Methyl-5-phenyl-2-oxazolidinone

Name: (4<I>R</I>,5<I>S</I>)-(+)-4-Methyl-5-phenyl-2-oxazolidinone
Brand: ALDRICH

99%

Synonym(s):

(4R,5S)-4-Methyl-5-phenyl-2-oxazolidinone

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About This Item

Empirical Formula (Hill Notation):

C₁₀H₁₁NO₂

CAS Number:

77943-39-6

Molecular Weight:

177.20

UNSPSC Code:

12352005

NACRES:

NA.22

PubChem Substance ID:

24858003

MDL number:

MFCD00010845

Beilstein/REAXYS Number:

1211705

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Properties

Quality Segment

100

assay

99%

form

solid

optical activity

[α]18/D +168°, c = 2 in chloroform

optical purity

ee: 98% (GLC)

mp

121-123 °C (lit.)

SMILES string

C[C@H]1NC(=O)O[C@H]1c2ccccc2

InChI

1S/C10H11NO2/c1-7-9(13-10(12)11-7)8-5-3-2-4-6-8/h2-7,9H,1H3,(H,11,12)/t7-,9-/m1/s1

InChI key

PPIBJOQGAJBQDF-VXNVDRBHSA-N

Description

Application

Evan′s chiral auxiliary (4R,5S)-(+)-4-Methyl-5-phenyl-2-oxazolidinone reacts with carboxylic acids to produce corresponding acyl derivatives in the presence of a diisopropylcarbodiimide reagent. It can also employed in the preparation of N-sulfinyloxazolidinone reagent (chiral sulfinyl transfer reagent), which reacts with nucleophiles such as Grignard reagents, enolates, and metalated amides to produce the chiral sulfoxides, sulfinate esters, and sulfonamides.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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