A NEW SYNTHESIS, RESOLUTION AND INVITRO ACTIVITIES OF (R)-BETA-PHENYL-GABA AND (S)-BETA-PHENYL-GABA

被引：45

作者：

ALLAN, RD ^{[1
]}

BATES, MC ^{[1
]}

DREW, CA ^{[1
]}

DUKE, RK ^{[1
]}

HAMBLEY, TW ^{[1
]}

JOHNSTON, GAR ^{[1
]}

MEWETT, KN ^{[1
]}

SPENCE, I ^{[1
]}

机构：

[1] UNIV SYDNEY,DEPT CHEM,SYDNEY,NSW 2006,AUSTRALIA

来源：

TETRAHEDRON | 1990年 / 46卷 / 07期

基金：

英国医学研究理事会;

关键词：

D O I：

10.1016/S0040-4020(01)82032-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

β-Phenyl-GABA (2) was resolved by separation by crystallization and/or h.p.l.c. of the diastereoisomeric (R)-(-)-pantolactone esters of the N-phthalimido protected β-phenyl-GABA. The absolute stereochemical assignments obtained from chiroptical studies of the enantiomers (8a) and (8b) and an X-ray crystallographic study of the diastereoisomer (7a) were supported by the activities of the enantiomers (8a) and (8b) in binding and electrophysiological studies. Details of synthesis, binding, electrophysiological, chiroptical and X-ray crystallographic studies are reported. © 1990.

引用

页码：2511 / 2524

页数：14

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