离子液体中硫代糖基化的研究。

Study of thioglycosylation in ionic liquids.

作者信息

Zhang Jianguo, Ragauskas Arthur

机构信息

School of Chemistry and Biochemistry, Georgia Institute of Technology, Atlanta, Gerogia 30332, USA.

出版信息

Beilstein J Org Chem. 2006 Jun 27;2:12. doi: 10.1186/1860-5397-2-12.

DOI:10.1186/1860-5397-2-12

PMID:16803635

原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC1540430/

Abstract

A novel, green chemistry, glycosylation strategy was developed based upon the use of ionic liquids. Research studies demonstrated that thiomethyl glycosides could readily be activated with methyl trifluoromethane sulfonate, using 1-butyl-3-methylimidazolium tetrafluoroborate as a solvent. This green chemistry glycosylation strategy provided disaccharides with typical yields averaging 75%. The ionic liquid solvent could be readily reused for five sequential glycosylation reactions with no impact on product yield.

摘要

基于离子液体的使用，开发了一种新型的绿色化学糖基化策略。研究表明，使用1-丁基-3-甲基咪唑四氟硼酸盐作为溶剂，硫代甲基糖苷可以很容易地用三氟甲磺酸甲酯活化。这种绿色化学糖基化策略提供了平均产率为75%的典型二糖。离子液体溶剂可以很容易地重复用于五个连续的糖基化反应，而不会影响产物产率。