Acta Cryst. (2010). E66, o2341  [ doi:10.1107/S1600536810032368 ]

2,3;5,6-Di-O-isopropylidene-1-O-(2-phenylacetyl)--D-mannofuranose

I. A. Sacui, P. Norris and M. Zeller

Abstract: The title compound, C₂₀H₂₆O₇, was prepared by esterification of 2,3;5,6-di-O-isopropylidene--D-mannofuranose with phenylacetic acid under standard DCC/DMAP (DCC = dicyclohexylcarbodiimide and DMAP = 4-dimethylaminopyridine) conditions. The solid-state structure confirms the retention of the -configuration at the anomeric C atom. The compound is characterized by a relatively rigid framework with only a few degrees of freedom. Comparison with other di-O-isopropylidenemannofuranose derivatives shows the main differences to be associated with the flexible dimethyldioxolane ring, and that there are only small differences for the 2,3-O-isopropylidene--D-mannofuranose backbone. The packing is marked by a large number of weak C-HO interactions.

Online 18 August 2010

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