New 6-deoxy-anthracycline-glycoside derivs.

摘要

Anthracyclinglycoside derivs. of formula (I) are new, (where R1 is H or OH one of R2 and R3 is H and the other is H or OH; X is H or trifluoroacetyl, provided that if X is trifluoroacetyl, R1 is H).Qcpds. (I) are specifically claimed, including 4-demethyl-6-deoxydoxorubicin and 4-demethyl-6-deoxy -N-trifluoroacetyldauno-rubicin (Ia).(I) can be prepd. by condensing a racemic 6-deoxyanthracyclinone of formula (II) with a protected halosugar of formula (III) in the presence of silver trifluoromethane sulphonate to give a mixt. of the 7S:9S and 7R:9R0N,O-trifluoro-acetyl protected derivs. of (I). The O protecting gps. can then be removed by overnight treatment with the OH and the diasteroeomeric mixt. of the N-protected cpds. then sepd. by column chromatrography. The (I) derivs. thus obtd. can then be converted to other (I) derivs. (where Hal is halogen, pref. Cl)