METHOD OF OBTAINING 4-R-SUBSTITUTED 4-DEMETHOXYDAUNORUBICIN Russian patent published in 2008 - IPC C07H15/252 

Abstract RU 2336277 C2

FIELD: chemistry.

SUBSTANCE: invention relates to improved method of obtaining 4-R-substituted anthracyclines of formula (I) , and their corresponding salts from 4-demethyldaunorubicin. Steps of treating 4-demethyldaunorubicin with a sulfonylating agent to form 4-demethyl-4-sulfonyl-R3-daunorubicin. 4-Demethyl-4-R3-sulfonyl-daunorubicin are performed, then it is processed with reducing agent in the presence of a transition metal catalyst in a temperature range from 30°C to 100°C in polar aprotic solvent in an inert atmosphere. Protected 4-demethoxy-4-R-daunomycin then undergoes hydrolysis in a basic solution to form the 4-R-substituted anthracyclines. Application of novel method makes it possible to avoid stage of forming stereospecific glycoside bond between aglycone and aminoglycoside. The method also increases the yield of final product up to 30-40%.

EFFECT: elaboration of efficient method of obtaining 4-R-substituted demethyldaunorubicin.

13 cl, 10 ex

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RU 2 336 277 C2

Authors

Zabudkin Aleksandr

Matvienko Viktor

Matveev Aleksej

Itkin Aleksandr

Dates

2008-10-20Published

2004-05-20Filed