SYNTHESES OF (S)-(-)-PINDOLOL AND [3'-C-13]-(R)-(-)-PINDOLOL UTILIZING A LANTHANUM-TITHIUM-(R)-BINOL ((R)-LLB) CATALYZED NITROALDOL REACTION

被引:63
作者
SASAI, H [1 ]
YAMADA, YMA [1 ]
SUZUKI, T [1 ]
SHIBASAKI, M [1 ]
机构
[1] UNIV TOKYO,FAC PHARMACEUT SCI,BUNKYO KU,TOKYO 113,JAPAN
关键词
D O I
10.1016/S0040-4020(01)89540-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient sythesis of (-)-pindolol, an effective beta-blocker, has been achieved utilizing a lanthanum-lithium-(R)-BINOL ((R)-LLB) catalyzed nitroaldol reaction as a key step. This methodology was applicable to a synthesis of C-13-labeled (-)-pindolol, which would be useful as a biological tool for tracing the metabolism of beta-blocker and 5-HT1A receptor antagonist. The mechanistic aspects of the LLB catalyzed nitroaldol reaction are also discussed.
引用
收藏
页码:12313 / 12318
页数:6
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