An efficient synthesis of a C12-higher sugar aminoalditol

Abstract

The C12-aminoalditol H2NCH2–(CHOBn)10–CH2OH was prepared from two simple monosaccharide building blocks. The synthesis was realized by a regioselective introduction of the azide group and subsequent protection–deprotection transformations. The chemical reactivity of the aminoalditol was tested in the reductive amination reaction with a selectively protected sucrose monoaldehyde.