One-pot acylation and fractional crystallization: preparation of optically active serinol monobenzoates

被引：10

作者：

Sugiyama, S ^{[1
]}

Inoue, T ^{[1
]}

Ishii, K ^{[1
]}

机构：

[1] Meiji Pharmaceut Univ, Kiyose, Tokyo 2048588, Japan

来源：

TETRAHEDRON-ASYMMETRY | 2003年 / 14卷 / 15期

关键词：

D O I：

10.1016/S0957-4166(03)00410-5

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Mono-O-acylation of (R)-2-(alpha-methylbenzyl)amino-1,3-propanediol 1 with 4-nitrobenzoyl chloride and DMAP in dichloromethane at room temperature gave crystals of optically active (2S,alphaR)-3-hydroxy-2-(alpha-methylbenzyl)aminopropyl 4-nitrobenzoate hydrochloride [(2S)-2a(.)HCl] in 33% yield by fractional crystallization. Optically active oxazolidinones, aziridines, and serinol derivatives were synthesized from the benzoate (2S)-2a. (C) 2003 Elsevier Ltd. All rights reserved.

引用

页码：2153 / 2160

页数：8

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