IMPROVED SYNTHESIS OF THROMBOXANE A(2) RECEPTOR ANTAGONISTS WITH A DIBENZOXEPIN RING-SYSTEM

被引:1
|
作者
SUGAYA, T
KATO, N
SAKAGUCHI, A
TOMIOKA, S
机构
来源
SYNTHESIS-STUTTGART | 1995年 / 10期
关键词
(E)-SELECTIVE; REGIOSELECTIVE; 1-AZADIENE; DIBENZOXEPIN; THROMBOXANE A(2) ANTAGONIST;
D O I
暂无
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Two derivatives of sodium (E)-11-[2-(1 -benzimidazolyl)ethylidene]-11-oxo-6,11-dihydrodibenz[b,e]oxepin-2-carboxylate, novel nonprostanoid thromboxane A(2) (TXA(2)) receptor antagonists, were synthesized from methyl 11-oxo-6,11-dihydrodibenz[b,e]oxepin-2-carboxylate. The carbonyl group at C11 was converted into a formylmethylene, then into a 1-azadiene moiety by reaction with a 2-aminoformanilide derivative. Stereo- and regioselective elaboration of the unsymmetrical imidazoles was achieved through a sequence of the transformation of E,Z-1-azadiene intermediates to E isomers under acidic conditions followed by cyclization to imidazoles.
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页码:1257 / +
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