2,3;5,6-Di-O-isopropyl-idene-1-O-(2-phenyl-acet-yl)-α-d-mannofuran-ose
Iulia A Sacui1, Peter Norris, Matthias Zeller
1Department of Chemistry, Youngstown State University, 1 University Plaza, Youngstown, OH 44555-3663, USA.
Abstract:
The title compound, C(20)H(26)O(7), was prepared by esterification of 2,3;5,6-di-O-isopropyl-idene-α-d-mannofuran-ose with phenyl-acetic acid under standard DCC/DMAP (DCC = dicyclohexylcarbodiimide and DMAP = 4-dimethylaminopyridine) con-ditions. The solid-state structure confirms the retention of the α-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-isopropyl-idenemannofuran-ose derivatives shows the main differences to be associated with the flexible dimethyl-dioxolane ring, and that there are only small differences for the 2,3-O-isopropyl-idene-α-d-manno-furan-ose backbone. The packing is marked by a large number of weak C-H⋯O inter-actions.
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