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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.

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Authors and Affiliations

  1. Unidad Profesional Interdisciplinaria de Biotecnología-I.P.N., Av. Acueducto s/n, Colonia Barrio la Laguna-Ticoman, C.P. 07340, México, D.F., México

    Marco Brito-Arias, Efrén V. García-Báez & Enrique Duran-Páramo

  2. Centro de Investigaciones Químicas, Universidad Autónoma del Estado de Hidalgo, Carreterra Tulancingo-Pachuca Km. 3, México, D.F., México

    Susana Rojas-Lima

Authors
  1. Marco Brito-Arias
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  2. Efrén V. García-Báez
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  3. Enrique Duran-Páramo
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  4. Susana Rojas-Lima
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Correspondence to Marco Brito-Arias.

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Brito-Arias, M., García-Báez, E.V., Duran-Páramo, E. et al. Phenylmethyl 2,3,4-tri-O-acetyl-β-D-fucopyranoside. Journal of Chemical Crystallography 32, 237–241 (2002). https://doi.org/10.1023/A:1020296922224

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