SYNTHESES OF SPORARICIN ANALOGUES, 2-DEOXY-4-N-GLYCYL-6-O-(α-NEBROSAMINYL)FORTAMINE AND ITS 3-DE-O-METHYL COMPOUND

Abstract

2-Deoxy-4-N-glycyl-6-O-(α-nebrosaminyl)fortamine (21) and 3-de-O-methyl-2-deoxy-4-N-glycyl-6-O-(α-nebrosaminyl)fortamine (27) were prepared starting from lividamine. The syntheses include four key steps, that is, transformation of 2-deoxystreptamine moiety of lividamine to 4-N, 3-O-didemethyl-2-deoxyfortamine, selective 4-N-methylation of the new aminocyclitol moiety, selective attachment of a glycyl residue to the methylamino group at C-4 and selective amination at C-6'.