Process for the preparation of 4-demethoxydaunomycinone, the agl

Details Process for the preparation of 4-demethoxydaunomycinone, the agl Process for the preparation of 4-demethoxydaunomycinone, the agl

1989-02-06

1991-05-14

Raymond, Richard L.

Organic compounds -- part of the class 532-570 series

Organic compounds

Tetracyclo naphthacene configured ring system having at...

552201, C07C10319, C07C10375

Patent

active

050157450

ABSTRACT:
4-Demethoxy-daunomycinone I: ##STR1## the known aglycone of 4-demethoxy-daunorubicin, is prepared by protecting the 13-keto group of 4-demethyl-daunomycinone, sulfonylating the 4-hydroxy group, reacting the sulfonylated compound with an amine, removing the amino protecting group from the resultant 4-demethyl-4-(protected amino)-13-dioxolanyl-daunomycinone, diazotizing the thus-freed 4-amino group and reducing under mild conditions the resulting diazonium compound.

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patent: 4046878 (1977-09-01), Patelli
patent: 4077988 (1978-03-01), Arcamone
patent: 4132721 (1979-01-01), Bernardi
patent: 4495103 (1985-01-01), Terashima et al.
European Search Report EP 89 30 1282.
Journal of Antibiotics, vol. 33, No. 7, pp. 705-710 (1980).
Barnett, Anthracene and Anthraquinone, 1921, pp. 261 & 266.

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