Process for the preparation of antitumor glycosides

Details Process for the preparation of antitumor glycosides Process for the preparation of antitumor glycosides

C - Chemistry, Metallurgy

07

H

260/208.2

C07H 15/24 (2006.01) C07H 15/252 (2006.01)

Patent

CA 1061335

ABSTRACT OF THE DISCLOSURE Disclosed is a process for preparing glycoside anti- tumor antibiotics, including the known compounds daunomycin, adriamycin, 4'-epi-daunomycin and 4'-epi adriamycin and the novel antibiotics, 3',4'-epi-6'-hydroxydaunomycin, 3',4'-epi-6'- hydroxyadriamycin. 3',4'-epi-daunomycin, 3',4'-epi-adriamycin, 4-demethoxy-4'-epi-daunomycin and 4-demethoxy-4'-epi-adriamycin. Process involves reacting daunomycinone or 4-demethoxy-daunomy- cinone with a protected 1-halo derivative of 3,4-epi-6-hydroxy- daunosamine, 3,4-epi-daunosamine or 4-epi-daunosamine in an inert solvent in the presence of a soluble silver salt catalyst to form a protected derivative of the glycoside antibiotic and removing the protecting groups.

251514

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