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
收藏
页码：1679 / 1681
页数：3
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