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2,3;5,6-Di-O-isopropyl-idene-1-O-(2-phenyl-acet-yl)-?-d-mannofuran-ose.

ABSTRACT: The title compound, C(20)H(26)O(7), was prepared by esterification of 2,3;5,6-di-O-isopropyl-idene-?-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 ?-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-?-d-manno-furan-ose backbone. The packing is marked by a large number of weak C-H?O inter-actions.

SUBMITTER: Sacui IA

PROVIDER: S-EPMC3008108 | biostudies-other | 2010 Aug

REPOSITORIES: biostudies-other

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2,3;5,6-Di-O-isopropyl-idene-1-O-(2-phenyl-acet-yl)-α-d-mannofuran-ose.

Sacui Iulia A IA Norris Peter P Zeller Matthias M

Acta crystallographica. Section E, Structure reports online 20100818 Pt 9

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 de ...[more]

PMID: 21588686

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