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3,4-Dicyano-phenyl 2,3,4,6-tetra-O-acetyl-?-d-glucopyran-oside.


ABSTRACT: The title compound, C(22)H(22)N(2)O(10), was prepared by the glycosidation method through nitrite displacement on substituted nitro-phthalonitrile. The mol-ecule contains a benzene ring, two nitrile groups and an acetyl-protected d-glucose fragment which adopts a chair conformation. The absolute configuration was determined by the use of d-glucose as starting material. All substituents of the protected sugar are in equatorial positions, with the exclusive presence of the ?-anomer. The crystal packing is stabilized by C-H?O and C-H?N hydrogen-bonding inter-actions.

SUBMITTER: Bin Y 

PROVIDER: S-EPMC2915021 | biostudies-literature | 2007 Dec

REPOSITORIES: biostudies-literature

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3,4-Dicyano-phenyl 2,3,4,6-tetra-O-acetyl-α-d-glucopyran-oside.

Bin Yuejing Y   Zhao Fuqun F   Zhang Fushi F   Wang Ru-Ji RJ  

Acta crystallographica. Section E, Structure reports online 20071206 Pt 1


The title compound, C(22)H(22)N(2)O(10), was prepared by the glycosidation method through nitrite displacement on substituted nitro-phthalonitrile. The mol-ecule contains a benzene ring, two nitrile groups and an acetyl-protected d-glucose fragment which adopts a chair conformation. The absolute configuration was determined by the use of d-glucose as starting material. All substituents of the protected sugar are in equatorial positions, with the exclusive presence of the α-anomer. The crystal pa  ...[more]

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