Synthesis of a tripeptide derivative containing the Phe-Arg hydroxyethylene dipeptide isostere

被引:29
作者
Brewer, M
Rich, DH
机构
[1] Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
[2] Univ Wisconsin, Sch Pharm, Madison, WI 53706 USA
关键词
D O I
10.1021/ol015612i
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] The protected hydroxyethylene dipeptide isostere of Phe-Arg and the tripeptide derivative 1 were synthesized as components of potential peptidase inhibitors. Key to the success of these syntheses is selective rhodium-catalyzed hydroboration in the presence of a readily reduced lactone, A convenient one-pot conversion of azides to diprotected guanidines was developed on the basis of the Staudinger reaction.
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页码:945 / 948
页数:4
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