ROUTES TO 4-SUBSTITUTED ANALOGS OF THE GLYCINE/NMDA ANTAGONIST HA-966 - ENANTIOSELECTIVE SYNTHESIS OF (3R,4R)-3-AMINO-1-HYDROXY-4-METHYL-2-PYRROLIDINONE (L-687,414)

被引:32
作者
ROWLEY, M
LEESON, PD
WILLIAMS, BJ
MOORE, KW
BAKER, R
机构
[1] Merck Sharp and Dohme Research Laboratories, Harlow, Essex CM20 2QR, Terlings Park, Eastwick Road
关键词
D O I
10.1016/S0040-4020(01)88493-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Glycine anion (4) and glycine cation (8) synthons are used in efficient syntheses of 4-substituted analogues of HA-966 (1). A stereospecific route to cis derivatives involves hydrogenation of examines such as 16. Introduction of a chiral auxiliary leads to an enantioselective synthesis of 2a (L-687,414).
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收藏
页码:3557 / 3570
页数:14
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