Regioselective method for preparing cyclodextrin derivatives...

C - Chemistry – Metallurgy – 08 – B

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C08B 37/16 (2006.01) C07B 45/04 (2006.01)

Patent

CA 2333262

The invention relates to a highly regioselective method for preparing a derivative of cyclodextrin, .beta.--cyclodextrin in particular, monosulfonylated at C-6, in which said cyclodextrin is caused to react with a sulfonylation agent, in an alkaline aqueous solution, in the presence of a metal salt able to form a co-ordination complex with the secondary hydroxyl groups of the cyclodextrin, and after the reaction said cyclodextrin derivative monosulfonylated at C-6 is recovered from the reaction mixture. The monosulfonylated derivatives of cyclodextrins find particular application as starting material for access to monofunctionalized derivatives of cyclodextrins.

L'invention a trait à un procédé de préparation hautement régiosélectif d'un dérivé monosulfonylé en C-6 d'une cyclodextrine en particulier de la beta -cyclodextrine, dans lequel on fait réagir ladite cyclodextrine, avec un agent de sulfonylation, dans une solution aqueuse alcaline, en présence d'un sel de métal susceptible de former un complexe de coordination avec les groupes hydroxyles secondaires de la cyclodextrine, et à l'issue de la réaction on récupère ledit dérivé monosulfonylé en C-6 de la cyclodextrine à partir du mélange réactionnel. Les dérivés monosulfonylés des cyclodextrines trouvent en particulier leur application en tant que produit de départ pour l'accès aux dérivés monofonctionnalisés des cyclodextrines.

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