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Merck
CN

298891

Sigma-Aldrich

(4R,5S)-(+)-4-甲基-5-苯基-2-噁唑啉酮

99%

别名:

(4R,5S)-4-甲基-5-苯基-2-噁唑啉酮

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About This Item

经验公式(希尔记法):
C10H11NO2
CAS号:
分子量:
177.20
Beilstein:
1211705
MDL编号:
UNSPSC代码:
12352005
PubChem化学物质编号:
NACRES:
NA.22

质量水平

检测方案

99%

形式

solid

旋光性

[α]18/D +168°, c = 2 in chloroform

光学纯度

ee: 98% (GLC)

mp

121-123 °C (lit.)

SMILES字符串

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

应用

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.

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

法规信息

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DIC-mediated coupling of carboxylic acids to (4R, 5S)-4-methyl-5-phenyl-2-oxazolidinone
Graham JM, et al.
Synthetic Communications, 30(7), 1221-1226 (2000)
The Journal of Organic Chemistry, 57, 1744-1744 (1992)
Tetrahedron, 48, 7527-7527 (1992)
The Journal of Organic Chemistry, 57, 1179-1179 (1992)
Asymmetric synthesis of chiral organosulfur compounds using N-sulfinyloxazolidinones
Evans DA, et al.
Journal of the American Chemical Society, 114(15), 5977-5985 (1992)

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