Chemical synthesis of 6-o-alkyl erythromycin a

C - Chemistry – Metallurgy – 07 – H

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C07H 17/08 (2006.01) A61K 31/7048 (2006.01)

Patent

CA 2309256

A process of preparing 6-O-alkyl erythromycin A is provided. The process includes the steps of protecting the oxime hydroxyl of 9-oxime erythromycin A with a benzoyl protecting group, protecting the 2'- hydroxyl group and optionally the 4'-hydroxyl group with an O-protecting group, alkylating the 6-hydroxyl, removing the benzoyl and O- protecting groups and deoximating the 9-oxime.

L'invention concerne un procédé de préparation de la 6-O-alkyl érythromycine A qui comprend les étapes suivantes: protection de l'oxime hydroxyle de la 9-oxime érythromycine A au moyen d'un groupe benzoyl; protection du groupe 2'-hydroxyle et, éventuellement, du groupe 4'-hydroxyle au moyen d'un groupe O; alkylation du 6-hydroxyle; élimination des groupes protecteurs benzoyl et O, et désoximation de la 9-oxime.

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