4-Demethoxy-4'-deoxydoxorubicin

Details 4-Demethoxy-4'-deoxydoxorubicin 4-Demethoxy-4'-deoxydoxorubicin

1981-05-12

1982-04-20

Brown, Johnnie R.

Drug, bio-affecting and body treating compositions

Conjugate or complex of monoclonal or polyclonal antibody,...

Conjugated via claimed linking group, bond, chelating agent,...

536 17A, A61K 3170, C07H 1524

Patent

active

043259472

ABSTRACT:
A new anthracycline glycoside, which is 4-demethoxy-4'-deoxydoxorubicin, provided with outstanding antitumoral activity also by oral route, has been prepared by condensation of 4-demethoxydaunomycinone with 2,3,4,6-tetradeoxy-3-trifluoroacetamido-L-threo-hexopyranosyl chloride.
By elimination of the protecting group from the so obtained glycoside through a mild alkaline hydrolysis, 4-demethoxy-4'-deoxydaunorubicin was obtained which was successively brominated to give the corresponding 14-bromo derivative. By a subsequent hydrolysis with sodium formate the brominated intermediate was transformed into 4-demethoxy-4'-deoxydoxorubicin eventually isolated as its hydrochloride.

REFERENCES:
patent: 4067969 (1978-01-01), Penco et al.

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