FACILE SYNTHESIS OF (+/-)-GALANTHAMINE AND (-)-GALANTHAMINE

被引:37
作者
SZEWCZYK, J
WILSON, JW
LEWIN, AH
CARROLL, FI
机构
[1] Chemistry and Life Sciences, Research Triangle Institute, Research Triangle Park, North Carolina, 27709
关键词
D O I
10.1002/jhet.5570320132
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The Amarylidacea alkaloid galanthamine (1a) is an acetylcholinesterase inhibitor that has been evaluated as a potential agent for the treatment of Alzheimer's disease. We report a very efficient synthesis of (+/-)-galanthamine [(+/-)-1a] from readily available isovanillin and tyramine. We have separated racemic galanthamine into its diastereoisomeric (1S)-camphanate esters and obtained both natural (-)- and unnatural (+)-galanthamine by lithium aluminum hydride removal of the acyl group.
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页码:195 / 199
页数:5
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