A Facile and Scaleable Synthesis of 3-<i>O</i>-Decladinose-6-methyl-10,11-dehydrate-erythromycin-3-one-2‘-acetate, an Important Intermediate for Ketolide Synthesis

Abstract

A facile and scaleable synthetic process of compound 2, an important intermediate for synthesis of ketolide semisynthetic antibiotics, was developed starting from commercially available clathromycin with an overall yield of ∼74%. This synthetic pathway was composed of four steps from compound 3 which could be prepared from clathromycin without using expensive reagents such as EDC·HCl (1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride) or more active reagents such as methanesulfonic anhydride. This new process was efficient and practical as demonstrated by scale-up to prepare more than 1 kg of pure compound 2 .