Difluoronucleosides and process for preparation thereof

Details Difluoronucleosides and process for preparation thereof Difluoronucleosides and process for preparation thereof

C - Chemistry, Metallurgy

07

H

C07H 19/06 (2006.01)

Patent

CA 2586687

A stereoselective process for the preparation of a 2~,2~-difluronucleoside is provided. In the process, a protected 2~,2~-difluorofuranose is coupled with a base selected from the group consisting of pyrimidine and purine derivatives in the presence of a Lewis acid, wherein the protected 2~,2~-difluorofuranose has a 1-position leaving group and 3- and 5-position protecting groups, and, when the base comprises 1 or more oxygen atoms, the base is a protected base, wherein each oxygen atom is protected with a protecting group.

L'invention concerne un procédé stéréosélectif destiné à la préparation d'un 2',2'-difluronucléoside. Dans le procédé, un 2',2'-difluorofuranose protégé est couplé à une base sélectionnée à partir du groupe renfermant des dérivés de pyrimidine et purine, en présence d'un acide de Lewis, le 2',2'-difluorofuranose protégé comprenant un groupe partant en position 1 et des groupes de protection en positions 3 et 5 et, quand la base comprend 1 ou plusieurs atomes d'oxygène, la base est une base protégée, chaque atome d'oxygène étant protégé par un groupe de protection.

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