The structures of the m-chloroperbenzoic acid oxidation products of 8,9-anhydroerythromycins A- and B-6,9-hemiacetal and of (8S)-8-hydroxyerythromycin B.
13C-NMR studies have confirmed the structures of (8S)-8-hydroxyerythromycins A- and B-6,9;9,11-acetal proposed by KROWICKI and ZAMOJSKI2,3) for the products of the m-chloroperbenzoic acid oxidation of 8,9-anhydroerythromycins A- and B-6,9-hemiacetal. The preparations of (8S)-8-methylthiomethoxy- and (8S)-8-methoxyerythromycin B-6,9;9,11-acetals are described. The latter are stable in aqueous acetic acid under conditions which convert (8S)-8-hydroxyerythromycin B-6,9;9,11-acetal into (8S)-8-hydroxyerythromycin B.
D000085:Acetates; D055598:Chemical Phenomena; D002621:Chemistry; D002723:Chlorobenzoates; D004355:Drug Stability; D004917:Erythromycin / Q000031:analogs & derivatives*; D008722:Methods; D010084:Oxidation-Reduction; D010545:Peroxides
D000085:Acetates; D002723:Chlorobenzoates; D010545:Peroxides; D004917:Erythromycin