TOTAL SYNTHESIS OF THIANGAZOLE, A NOVEL NATURALLY-OCCURRING HIV-1 INHIBITOR FROM POLYANGIUM SP

被引:49
作者
BOYCE, RJ [1 ]
MULQUEEN, GC [1 ]
PATTENDEN, G [1 ]
机构
[1] UNIV NOTTINGHAM,DEPT CHEM,NOTTINGHAM NG7 2RD,ENGLAND
关键词
D O I
10.1016/0040-4020(95)00356-D
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The total synthesis of the cinnamyl-oxazole substituted tris-thiazoline containing metabolite (-)-thiangazole (1) is described. The synthesis is based on elaboration of the R-2-methylcysteine derived bis-thiazoline nitrile (5) and oxazole (6) intermediates, followed by a cyclocondensation reaction between (5) and (6), and treatment of the resulting tris-thiazoline oxazole ester (16) with methylamine.
引用
收藏
页码:7321 / 7330
页数:10
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