Chemistry of Benzeneglycols

Part XVIII. Synthesis of (-)-N-Methyl-2-deoxystreptamine and Its Absolute Configuration

Abstract

(-)-N-Methyl-2-deoxystreptamine ((-)-hyosamine)^* was synthesized from 1, 2, 4, 5/3-cyclohexanepentol. Acetobacter suboxydans was used in the first step for the asymmetric oxidation. The absolute configurations of (+)- and (-)-hyosamine and of the synthetic intermediates were discussed.