Journal of Applied Glycoscience
Online ISSN : 1880-7291
Print ISSN : 1344-7882
ISSN-L : 1344-7882
Regular Papers
A Regio- and Stereo-selective Parallel Synthesis of Five Types of Trigalactoses on a Solid Support as a Model of a Combinatorial Oligosaccharide Library
Shiro KombaTakeshi TerauchiSachiko Machida
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2010 Volume 58 Issue 1 Pages 1-12

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Abstract

A regio- and stereo-selective parallel synthesis of oligosaccharides on a solid support was successfully achieved by a combination of a novel α-selective glycosidation procedure and a uni-chemo hydroxyl protection (UCHP) procedure. The α-selective glycosidation of dibutyl 3,4-di-O-benzoyl-2,6-di-O-benzyl-α/β-D-galactopyranosyl phosphate in cyclopentyl methyl ether (as an ethereal solvent for effective swelling of the polystyrene resin) proceeded smoothly and in relatively high yield. Five types of trigalactoses [Galα1-3Galβ1-3Gal, Galβ1-3(Galα1-4)Gal, Galα1-4Galβ1-3Gal, Galα1-3Galβ1-4Gal, and Galα1-4Galβ1-4Gal] were successfully synthesized on a solid support as a model of a combinatorial oligosaccharide library.

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© 2010 by The Japanese Society of Applied Glycoscience
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