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

Abstract

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. © 1978, JAPAN ANTIBIOTICS RESEARCH ASSOCIATION. All rights reserved.