Polymer-supported solution synthesis of oligosaccharides

C - Chemistry – Metallurgy – 07 – H

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C07H 15/18 (2006.01) B01J 19/00 (2006.01) C07H 3/04 (2006.01) C07H 3/06 (2006.01) C08G 65/32 (2006.01) C08G 81/00 (2006.01)

Patent

CA 2180979

A method for the synthesis of oligosaccharides on a polymer support that allows to perform glycosylation steps in solution whereas the products are isolated by precipitation with an anhydrous ether and purified by crystallization from an alcohol. The oligosaccharide is attached to the polymer polyethylene glycol monomethyl ether by diether bonds to a dihydroxybenzylic linker. The oligosaccharide is released from the polymer and the linker by hydrogenolysis over catalysts. The method is both rapid and simple. The novel compounds oligosaccharides linked to the polymer via the linker are products with utility in various industries comprising pharmaceutical, biotechnology and food industries.

L'invention se rapporte à un procédé de synthèse d'oligosaccharides sur un support polymère qui permet de procéder aux étapes de glycosilation en solution tandis que les produits sont isolés par précipitation avec un éther anhydre et purifiés par cristallisation à partir d'un alcool. L'oligosaccharide est lié au polymère éther monométhylique de polyéthylène glycol par des liaisons diéther à un élément de liaison dihydroxybenzilique. L'oligosaccharide est libéré du polymère et de l'élément de liaison par hydrogénolyse sur des catalyseurs. Le procédé est à la fois rapide et simple. Les nouveaux oligosaccharides, se présentant sous forme de composés, liés au polymère par l'élément de liaison, sont des produits qui sont utilisés dans diverses industries, telles que les industries pharmaceutiques, biotechnologiques et alimentaires.

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