Synthesis of N-benzyl-3-(S)-(+)-(4-fluorophenyl)-1,4-oxazin-2-one via a crystallisation induced asymmetric transformation

被引：19

作者：

Alabaster, RJ ^{[1
]}

Gibson, AW ^{[1
]}

Johnson, SA ^{[1
]}

Edwards, JS ^{[1
]}

Cottrell, IF ^{[1
]}

机构：

[1] MERCK SHARP & DOHME RES LABS,HODDESDON EN11 9BU,HERTS,ENGLAND

来源：

TETRAHEDRON-ASYMMETRY | 1997年 / 8卷 / 03期

关键词：

D O I：

10.1016/S0957-4166(96)00531-9

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The simple and efficient preparation of enantiomerically pure N-benzyl-3-(S)-(+)-(4-fluorophenyl)-1,4-oxazin-2-one by a crystallisation induced asymmetric transformation of its racemate is reported. A key feature of this process is the use of [(1S)-(endo,anti)]-(-)-3-bromocamphor-8-sulfonic acid as both resolving agent for the pure (S)-enantiomer, and in situ racemising agent of the unwanted enantiomer, affording the title compound in high yield. (C) 1997 Elsevier Science Ltd. All rights reserved.

引用

页码：447 / 450

页数：4

共 15 条

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