SYNTHESIS AND ISOMERIZATION OF OPTICAL ACTIVE 2-[(6,7,8,9-TETRAHYDRO-5H-CYCLOHEPTA[B]PYRIDIN-9-YL)SULFINYL]-1H-BENZIMIDAZOLE ANALOGS

被引：0

作者：

YAMADA, S

NARITA, S

机构：

来源：

CHEMICAL & PHARMACEUTICAL BULLETIN | 1994年 / 42卷 / 08期

关键词：

ABSOLUTE CONFIGURATION; OPTICAL RESOLUTION; SULFINYL GROUP ISOMERIZATION; CHIRAL SULFOXIDE; ANTIPEPTIC AGENT;

D O I：

暂无

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Four stereoisomers, (Rs,9R)-(+)-5, (Ss,9R)-(-)-5, (Ss,9S)-(-)-5 and (Rs,9S)-(+)-5, were prepared from optically active (R)-(+)-3 and (S)-(-)-3, and their absolute structures were unambiguously determined by X-ray crystallographic analysis of (Ss,9R)-(-)-5. Epimerization of the carbon bearing the sulfinyl group of 5 could be carried out with NaOCH3. At the same time, it was found that the stereochemistries of the sulfinyl group of (Rs,9R)-(+)-5 and (Ss,9S)-(-)-5 were spontaneously inverted in MeOH solution at room temperature.

引用

页码：1679 / 1681

页数：3

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