3,4-Dicyano­phenyl 2,3,4,6-tetra-O-acetyl-α-d-glucopyran­oside

The title compound, C(22)H(22)N(2)O(10), was prepared by the glycosidation method through nitrite displacement on substituted nitro­phthalonitrile. The mol­ecule contains a benzene ring, two nitrile groups and an acetyl-protected d-glucose fragment which adopts a chair conformation. The absolute con...

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Detalles Bibliográficos
Autores principales: Bin, Yuejing, Zhao, Fuqun, Zhang, Fushi, Wang, Ru-Ji
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2007
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2915021/
https://www.ncbi.nlm.nih.gov/pubmed/21200940
http://dx.doi.org/10.1107/S1600536807049860
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author Bin, Yuejing
Zhao, Fuqun
Zhang, Fushi
Wang, Ru-Ji
author_facet Bin, Yuejing
Zhao, Fuqun
Zhang, Fushi
Wang, Ru-Ji
author_sort Bin, Yuejing
collection PubMed
description The title compound, C(22)H(22)N(2)O(10), was prepared by the glycosidation method through nitrite displacement on substituted nitro­phthalonitrile. The mol­ecule 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 packing is stabilized by C—H⋯O and C—H⋯N hydrogen-bonding inter­actions.
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spelling pubmed-29150212010-12-30 3,4-Dicyano­phenyl 2,3,4,6-tetra-O-acetyl-α-d-glucopyran­oside Bin, Yuejing Zhao, Fuqun Zhang, Fushi Wang, Ru-Ji Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(22)H(22)N(2)O(10), was prepared by the glycosidation method through nitrite displacement on substituted nitro­phthalonitrile. The mol­ecule 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 packing is stabilized by C—H⋯O and C—H⋯N hydrogen-bonding inter­actions. International Union of Crystallography 2007-12-06 /pmc/articles/PMC2915021/ /pubmed/21200940 http://dx.doi.org/10.1107/S1600536807049860 Text en © International Union of Crystallography 2008 http://journals.iucr.org/services/termsofuse.html This is an open-access article distributed under the terms described at http://journals.iucr.org/services/termsofuse.html.
spellingShingle Organic Papers
Bin, Yuejing
Zhao, Fuqun
Zhang, Fushi
Wang, Ru-Ji
3,4-Dicyano­phenyl 2,3,4,6-tetra-O-acetyl-α-d-glucopyran­oside
title 3,4-Dicyano­phenyl 2,3,4,6-tetra-O-acetyl-α-d-glucopyran­oside
title_full 3,4-Dicyano­phenyl 2,3,4,6-tetra-O-acetyl-α-d-glucopyran­oside
title_fullStr 3,4-Dicyano­phenyl 2,3,4,6-tetra-O-acetyl-α-d-glucopyran­oside
title_full_unstemmed 3,4-Dicyano­phenyl 2,3,4,6-tetra-O-acetyl-α-d-glucopyran­oside
title_short 3,4-Dicyano­phenyl 2,3,4,6-tetra-O-acetyl-α-d-glucopyran­oside
title_sort 3,4-dicyano­phenyl 2,3,4,6-tetra-o-acetyl-α-d-glucopyran­oside
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2915021/
https://www.ncbi.nlm.nih.gov/pubmed/21200940
http://dx.doi.org/10.1107/S1600536807049860
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AT zhangfushi 34dicyanophenyl2346tetraoacetyladglucopyranoside
AT wangruji 34dicyanophenyl2346tetraoacetyladglucopyranoside

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