2-Acetyl­amino-1,3,4,6-tetra-O-(tri­methyl­silyl)-2-de­oxy-α-d-gluco­pyran­ose

The title compound, C(20)H(47)NO(6)Si(4), was synthesized by per-O-tri­methyl­silylation of N-acetyl-d-glucosa­mine using chloro­tri­methyl­silane in the presence of hexa­methyl­disiloxane. The tri­methyl­silyl group and acetamido group are located on the same side of the pyran ring, showing an α-co...

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Detalles Bibliográficos
Autores principales: Cheng, Zhao-Dong, Cui, Yan-Li, Mao, Jian-Wei
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3685068/
https://www.ncbi.nlm.nih.gov/pubmed/23795087
http://dx.doi.org/10.1107/S160053681301266X
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author Cheng, Zhao-Dong
Cui, Yan-Li
Mao, Jian-Wei
author_facet Cheng, Zhao-Dong
Cui, Yan-Li
Mao, Jian-Wei
author_sort Cheng, Zhao-Dong
collection PubMed
description The title compound, C(20)H(47)NO(6)Si(4), was synthesized by per-O-tri­methyl­silylation of N-acetyl-d-glucosa­mine using chloro­tri­methyl­silane in the presence of hexa­methyl­disiloxane. The tri­methyl­silyl group and acetamido group are located on the same side of the pyran ring, showing an α-configuration glycoside. One of the tri­methyl­silyl groups is disordered over two orientations, with site-occupancy factors of 0.625 (9) and 0.375 (9). In the crystal, N—H⋯O hydrogen bonds link the mol­ecules into supra­molecular chains along the a-axis direction.
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spelling pubmed-36850682013-06-21 2-Acetyl­amino-1,3,4,6-tetra-O-(tri­methyl­silyl)-2-de­oxy-α-d-gluco­pyran­ose Cheng, Zhao-Dong Cui, Yan-Li Mao, Jian-Wei Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(20)H(47)NO(6)Si(4), was synthesized by per-O-tri­methyl­silylation of N-acetyl-d-glucosa­mine using chloro­tri­methyl­silane in the presence of hexa­methyl­disiloxane. The tri­methyl­silyl group and acetamido group are located on the same side of the pyran ring, showing an α-configuration glycoside. One of the tri­methyl­silyl groups is disordered over two orientations, with site-occupancy factors of 0.625 (9) and 0.375 (9). In the crystal, N—H⋯O hydrogen bonds link the mol­ecules into supra­molecular chains along the a-axis direction. International Union of Crystallography 2013-05-18 /pmc/articles/PMC3685068/ /pubmed/23795087 http://dx.doi.org/10.1107/S160053681301266X Text en © Cheng et al. 2013 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Cheng, Zhao-Dong
Cui, Yan-Li
Mao, Jian-Wei
2-Acetyl­amino-1,3,4,6-tetra-O-(tri­methyl­silyl)-2-de­oxy-α-d-gluco­pyran­ose
title 2-Acetyl­amino-1,3,4,6-tetra-O-(tri­methyl­silyl)-2-de­oxy-α-d-gluco­pyran­ose
title_full 2-Acetyl­amino-1,3,4,6-tetra-O-(tri­methyl­silyl)-2-de­oxy-α-d-gluco­pyran­ose
title_fullStr 2-Acetyl­amino-1,3,4,6-tetra-O-(tri­methyl­silyl)-2-de­oxy-α-d-gluco­pyran­ose
title_full_unstemmed 2-Acetyl­amino-1,3,4,6-tetra-O-(tri­methyl­silyl)-2-de­oxy-α-d-gluco­pyran­ose
title_short 2-Acetyl­amino-1,3,4,6-tetra-O-(tri­methyl­silyl)-2-de­oxy-α-d-gluco­pyran­ose
title_sort 2-acetyl­amino-1,3,4,6-tetra-o-(tri­methyl­silyl)-2-de­oxy-α-d-gluco­pyran­ose
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3685068/
https://www.ncbi.nlm.nih.gov/pubmed/23795087
http://dx.doi.org/10.1107/S160053681301266X
work_keys_str_mv AT chengzhaodong 2acetylamino1346tetraotrimethylsilyl2deoxyadglucopyranose
AT cuiyanli 2acetylamino1346tetraotrimethylsilyl2deoxyadglucopyranose
AT maojianwei 2acetylamino1346tetraotrimethylsilyl2deoxyadglucopyranose

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