Determination of the structures of four new isomeric cyclitols

Carbohydr Res. 2004 Aug 2;339(11):2027-30. doi: 10.1016/j.carres.2004.05.025.

Abstract

A series of impurities, which were all of the same molecular formula, C17H33NO7, were obtained in the process of voglibose synthesis. After isolation and purification, four isomeric cyclitols were completely assigned by 2D NMR experiments. One of the compounds was established by single-crystal X-ray diffraction analysis as 5,6-dideoxy-5-{[2-hydroxy-1-(hydroxymethyl)ethyl]amino}-1-C-(methoxycyclohexylmethyl)-D-epi-inositol.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Carbohydrate Conformation
  • Inositol / analogs & derivatives*
  • Inositol / chemical synthesis*
  • Inositol / chemistry*
  • Inositol / isolation & purification
  • Models, Molecular
  • Molecular Weight
  • Stereoisomerism
  • X-Ray Diffraction

Substances

  • Inositol
  • voglibose