Acta Cryst. (2006). E62, o5065-o5067  [ doi:10.1107/S1600536806040864 ]

4-Hydroxymethyl-1-(2,3,4,6-tetra-O-acetyl--D-glucopyranosyl)-1,2,3-triazole

B. L. Wilkinson, L. F. Bornaghi, T. A. Houston, S.-A. Poulsen and A. R. White

Abstract: The structure of the title compound, C₁₇H₂₃N₃O₁₀, (2), has been determined as part of our investigation into the synthetic utility of the glucosyl triazole unit in carbohydrate chemistry. Compound (2) was synthesized by the 1,3-dipolar cycloaddition reaction of propargyl alcohol with 2,3,4,6-tetra-O-acetyl--D-glucopyranosyl azide under conditions which afforded (2) exclusively with complete retention of anomeric stereochemistry. The six-membered carbohydrate ring adopts a chair conformation. The non-H substituents are located in equatorial positions.

Online 18 October 2006

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