Synthesis and oxidation of thioglicosides underlain by neomenthanethiol, D-glucose, and D-fructose

被引：0
|
作者：
S. V. Pestova
E. S. Izmest’ev
S. A. Rubtsova
A. V. Kuchin
机构：
[1] Russian Academy of Sciences,Institute of Chemistry, Komi Scientific Center, Ural Branch
来源：
Russian Journal of Organic Chemistry | 2014年 / 50卷
关键词：
Sulfide; Acac; EtOAc; MsCl; Isopropylidene;
D O I：
暂无
中图分类号：
学科分类号：
摘要：
Synthesis of sulfides proceeding from neomenthanethiol, 1,2-O-isopropylidene-α-D-glucofuranose and 2,3:4,5-di-O-isopropylidene-β-D-fructopyranose was performed to get 65 and 54% yield respectively. Oxidation of the sulfides afforded diastereomeric sulfoxides in the yields from 40 to 53%, and diastereomeric excess (de) up to 36%. After removing the isopropylidene protection from 1-deoxy-1-[(1S,2S,5R)-2-isopropyl-5-methylcyclohexylsulfanyl]-2,3:4,5-di-O-isopropylidene-β-D-fructopyranose a water-soluble sulfide was obtained.
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页码：670 / 677
页数：7
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