Beilstein Journal of Organic Chemistry (Oct 2017)

An efficient synthesis of a C12-higher sugar aminoalditol

  • Łukasz Szyszka,
  • Anna Osuch-Kwiatkowska,
  • Mykhaylo A. Potopnyk,
  • Sławomir Jarosz

DOI
https://doi.org/10.3762/bjoc.13.213
Journal volume & issue
Vol. 13, no. 1
pp. 2146 – 2152

Abstract

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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.

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