Studies on Aminosugars. XXVII. Synthesis of Several Glycosides Containing (6-Amino-6-deoxy- d -glucopyranosyl)-2-deoxystreptamine

Racemic O-isopropylidene derivative of N,N′-diethoxycarbonyl-2-deoxystreptamine was glycosidized with 6-azido-2,3,4-tri-O-benzyl-6-deoxy-α-d-glucopyranosyl chloride to afford two kinds of positional isomers of α-glucoside, which led to 4-O-(6-amino-6-deoxy-α-d-glucopyranosyl)- and 6-O-(6-amino-6-deoxy-α-d-glucopyranosyl)-2-deoxystreptamine. In a similar manner, 4-O-(6-amino-6-deoxy-α and β-d-glucopyranosyl)-6-O-(α-d-glucopyranosyl)-2-deoxystreptamines and 4-O-(6-amino-6-deoxy-α and β-d-glucopyranosyl)-6-O-(6-amino-6-deoxy-α-d-glucopyranosyl)-2-deoxystreptamines were synthesized.