Phenylmethyl 2,3,4-tri-O-acetyl-β-d-fucopyranoside

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Abstract

The synthesis and X-ray analysis of the title compound is described. The peracetylated benzyl fucopyranoside derivative was prepared by following the classical Koenigs-Knorr methodology. The X-ray diffraction analysis showed a monoclinic system, with a = 9.7834(5) Å, b = 10.4653(6) Å, c = 10.0752(6) Å, space group P21, and β = 100.1820(1)°. Expected 4C1 conformation was observed for the fucoside ring and benzyl group, which were oriented toward an equatorial position. Endocyclic angle C1-O5-C5 was in agreement with the geometry of equatorial glycoside bonds, typical for β-D-4C1 pyranoside conformation.

Original languageEnglish
Pages (from-to)237-241
Number of pages5
JournalJournal of Chemical Crystallography
Volume32
Issue number8
DOIs
StatePublished - 2002

Keywords

  • Conformation
  • Fucopyranoside
  • Glycoside
  • X-ray diffraction

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