An efficient synthesis of a C12-higher sugar aminoalditol (Beilstein Journal of Organic Chemistry)

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. Beilstein J. Org. Chem. 2017, 13, 2146–2152. doi:10.3762/bjoc.13.213