The chemistry of maltose. Part III. Introduction of azido- and amino-substituents at specific positions of methyl β-maltoside

Abstract

A variety of sulphonate ester derivatives of methyl β-maltoside have been prepared (6-, 6′-, 4′-, 6,6′-, 3,6′-, and 3,6,6′-). All these sulphonates undergo displacement with azide anion, with inversion of configuration at chiral centres, to give the corresponding azides, which in most cases have been reduced to the corresponding amines.