Process for preparing and isolating...

C - Chemistry – Metallurgy – 07 – H

Patent

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C07H 17/08 (2006.01)

Patent

CA 2394623

The invention concerns a method for preparing 9-deoxo-9(Z)-hydroxyiminoerythromycin A of formula (I) wherein: starting with 9-deoxo-9(E)-hydroxyiminoerythromycin A by reaction with a base in water or a dialkylketone type water/solvent mixture capable of forming a solvate capable of being crystallised with the desired 9(Z)-oxime; acidification of the reaction mixture until a pH ranging between 9 and 11; adding to said mixture an organic solvent; optionally concentrating under vacuum the resulting organic phase; and isolating the desired 9(Z)-erythromycin-oxime.

La présente invention a pour objet un procédé pour la préparation de la 9- déoxo-9(Z)-hydroxyiminoérythromycine A répondant à la formule (I) suivante à partir de la 9-déoxo-9(E)-hydroxyiminoérythromycine A par réaction avec une base dans l'eau ou dans un mélange eau/solvant de type dialkylcétone capable de former un solvat cristallisable avec la 9(Z)-oxime désirée; acidification du mélange réactionnel jusqu'à un pH compris entre 9 et 11; ajout audit mélange d'un solvant organique; éventuellement concentration sous vide de la phase organique résultante; et isolation de la 9(Z)-érythromycine-oxime désirée.

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