Semisynthetic aminoglycoside antibacterials. Part V. Synthesis of pentosyl and related derivatives of garamine

Abstract

The application of the Koenigs–Knorr and Lemieux–Nagabhushan reactions to the synthesis of a variety of novel 4-O-pentofuranosyl and 4-O-pentopyranosyl derivatives of garamine is described. The solution conformations of these novel pentosyl aminocyclitols have been assigned on the basis of ¹³C n.m.r. data.