Article ID Journal Published Year Pages File Type
5273165 Tetrahedron Letters 2012 4 Pages PDF
Abstract

Mycobacterium cell wall consists of three major polysaccharide portions and arabinofuranose (Araf) is present in two of the major portions, arabinogalactan (AG) and lipoarabinomannan (LAM). A peculiar Araf hexasaccharide possessing two β-linked Araf units are present in both AG and LAM polysaccharides. Herein, we report an efficient and concise synthesis of this Araf hexasaccharide using single starting 3,5-TIPDS protected Araf thioglycoside precursor. Double β-glycosylation was achieved using strained cyclic 2-p-methoxybenzyl-3,5-TIPDS Araf thioglycoside donor.

Graphical abstractAn efficient and concise synthesis of Araf hexasaccharide using single starting 3,5-TIPDS protected Araf thioglycoside precursor.Download full-size image

Related Topics
Physical Sciences and Engineering Chemistry Organic Chemistry
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