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部分保护的阿拉伯呋喃糖基和半乳糖呋喃糖基硫代糖苷作为关键糖基化底物的区域选择性糖基化方法及其在寡呋喃糖一锅合成中的应用。

Regioselective glycosylation method using partially protected arabino- and galactofuranosyl thioglycosides as key glycosylating substrates and its application to one-pot synthesis of oligofuranoses.

机构信息

Key Laboratory of Drug Targeting, Ministry of Education, and Department of Chemistry of Medicinal Natural Products, West China School of Pharmacy, Sichuan University, Chengdu 610041, People's Republic of China.

出版信息

J Org Chem. 2012 Apr 6;77(7):3025-37. doi: 10.1021/jo300084g. Epub 2012 Mar 1.

DOI:10.1021/jo300084g
PMID:22369586
Abstract

We describe in this paper the development of a novel regioselective furanosylation methodology using partially protected furanosyl thioglycosides as central glycosylating building blocks and its application in the efficient one-pot synthesis of a series of linear and branched-type arabino- and galactofuranoside fragments structurally related to the cell wall polysaccharides of Mycobacterium tuberculosis , Streptococcus pneumoniae serostype 35A, and sugar beet.

摘要

本文介绍了一种新型的区域选择性呋喃糖基化方法，使用部分保护的呋喃硫代糖苷作为中心糖基化砌块，并将其应用于一系列与结核分枝杆菌、肺炎链球菌血清型 35A 和糖甜菜细胞壁多糖结构相关的直链和支链型阿拉伯呋喃糖苷和半乳糖呋喃糖苷片段的高效一锅合成中。

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