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Merck

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號碼:
分類程式碼代碼:
12352005
PubChem物質ID:
NACRES:
NA.22

化驗

99%

形狀

solid

光學活性

[α]18/D +168°, c = 2 in chloroform

光學純度

ee: 98% (GLC)

mp

121-123 °C (lit.)

SMILES 字串

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 密鑰

PPIBJOQGAJBQDF-VXNVDRBHSA-N

應用

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.

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)


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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)
Tetrahedron, 48, 7527-7527 (1992)
The Journal of Organic Chemistry, 57, 1744-1744 (1992)
The Journal of Organic Chemistry, 58, 2725-2725 (1993)
Journal of the American Chemical Society, 115, 10742-10742 (1993)

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