Abstract

Abstract Neamine and its position isomer were synthesized from 3,4-di-O-acetyl-2-deoxy-2-(p-methoxybenzylidene-amino)-6-O-tosyl-α-d-glucopyranosyl bromide and racemic 5,6(4,5)-O-cyclohexylidene-2-deoxy-1,3-bis-N-(ethoxycarbonyl) streptamine. Influence of the N-protecting groups of 2-deoxystreptamine derivatives for glycosylation was discussed. The unusual Δ[M]TACu value of the position isomer of neamine was ascribed to the interaction between the 6′-amino group and other groups.

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