D-3,4-CYCLOPROPYLGLUTAMATE ISOMERS AS NMDA RECEPTOR LIGANDS - SYNTHESIS AND ENANTIOSELECTIVE ACTIVITY

被引:56
作者
PELLICCIARI, R
NATALINI, B
MARINOZZI, M
MONAHAN, JB
SNYDER, JP
机构
[1] GD SEARLE & CO,SEARLE R&D DIV,ST LOUIS,MO
[2] GD SEARLE & CO,SEARLE R&D DIV,SKOKIE,IL 60077
关键词
D O I
10.1016/S0040-4039(00)94355-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Dirhodium(II) tetraacetate catalyzed decomposition of ethyl diazoacetate in the presence of D-Cbz-vinylglycine methyl ester (11) afforded a mixture of the cyclopropyl esters D-CGA A-D (13) from which the corresponding 2R-acids 7-10 were obtained and their absolute configurations assigned. The (2R,3S,4R) α-(carboxycyclopropyl)glycine (D-CGA C, 9 resulted to be the most potent and selective among the NMDA receptor ligands yet reported. © 1990.
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页码:139 / 142
页数:4
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