Synthesis of 3-Deoxy-5-O-mycaminosyltylonolide and 3-Deoxy-5-O-(4-deoxymycaminosyl)tylonolide

Abstract

Abstract The title compounds, which proved highly antibacterial, have been prepared by selective hydrogenation of the corresponding 2,3-unsaturated compounds with LiAlH4, diisobutylaluminium hydride, or NaBH4–NiCl2 as the key steps. Further, the latter title compound was prepared effectively through the reaction of 3-O-benzylsulfonyl-5-O-(4-deoxy-4-iodomycaminosyl)-23-O-(dimethylthexylsilyl)tylonolide 9,20-bis(ethylene acetal) with Raney Ni–K2CO3 involing three steps in it.