C-23-modified derivatives of macrolide antibiotics

摘要

C-23-Modified derivatives of demycinosyltylosin (DMT) of the formula: IMAGE 1 wherein R is iodo, bromo, chloro, fluoro, -S-R4, azido, -NHR5, pyridinium or -OSO2CF3; R1 is hydrogen, optionally substituted C1-C5-alkanoyl or optionally substituted benzoyl, phenylacetyl, phenylpropionyl, phenoxyacetyl or phenylthioacetyl; R2 is hydrogen, optionally substituted C1-C5-alkanoyl or optionally substituted benzoyl, phenylacetyl or phenylpropionyl; R3 is hydrogen, optionally substituted C1-C5-alkanoyl or optionally substituted benzoyl, phenylacetyl or phenoxyacetyl; R4 is hydrogen, optionally substituted C1-C6-alkyl, cyclohexyl, C1-C5-alkanoyl, optionally substituted phenyl or benzyl, or an optionally substituted heteroaryl group selected from imidazolyl, pyrazolyl, pyridyl, pyrimidyl, pyrazinyl, pyridazinyl, triazinyl, triazolyl, tetrazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiadiazolyl, thienyl and furanyl; and R5 is hydrogen or an acyl group selected from optionally substituted C1-C5-alkanoyl or optionally substituted benzoyl, phenylacetyl or phenylpropionyl; and salts thereof are useful antibiotics or intermediates to antibiotics.