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

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—H O interactions.