N-(2-Acetamido-2-de­oxy-β-d-gluco­pyranos­yl)-N-(3-azido­prop­yl)-O-methyl­hydroxyl­amine

The structure of the title compound, C(12)H(23)N(5)O(6), solved using adequate data from a thin crystal plate, confirmed that this useful glycoconjugate was obtained in the ring-closed β-pyran­ose configuration with (4) C (1) conformation. The mol­ecules are bound by O—H⋯O(OH) hydrogen bonds, notabl...

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Detalles Bibliográficos
Autores principales: Munneke, Stefan, Stocker, Bridget L., Timmer, Mattie S. M., Gainsford, Graeme J.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2016
Materias:
Research Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4778837/
https://www.ncbi.nlm.nih.gov/pubmed/27006803
http://dx.doi.org/10.1107/S2056989016002164
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author Munneke, Stefan
Stocker, Bridget L.
Timmer, Mattie S. M.
Gainsford, Graeme J.
author_facet Munneke, Stefan
Stocker, Bridget L.
Timmer, Mattie S. M.
Gainsford, Graeme J.
author_sort Munneke, Stefan
collection PubMed
description The structure of the title compound, C(12)H(23)N(5)O(6), solved using adequate data from a thin crystal plate, confirmed that this useful glycoconjugate was obtained in the ring-closed β-pyran­ose configuration with (4) C (1) conformation. The mol­ecules are bound by O—H⋯O(OH) hydrogen bonds, notably in a zigzag C(2) chain along the short b (screw) axis, supplemented with an R (2) (2)(12) O—H⋯O(carbon­yl) link along the a axis and other C(2) links. The absolute configuration was not unambiguously determined but was known from the synthetic chemistry, which used natural 2-acetamido-2-de­oxy-d-glucose as the starting material.
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spelling pubmed-47788372016-03-22 N-(2-Acetamido-2-de­oxy-β-d-gluco­pyranos­yl)-N-(3-azido­prop­yl)-O-methyl­hydroxyl­amine Munneke, Stefan Stocker, Bridget L. Timmer, Mattie S. M. Gainsford, Graeme J. Acta Crystallogr E Crystallogr Commun Research Communications The structure of the title compound, C(12)H(23)N(5)O(6), solved using adequate data from a thin crystal plate, confirmed that this useful glycoconjugate was obtained in the ring-closed β-pyran­ose configuration with (4) C (1) conformation. The mol­ecules are bound by O—H⋯O(OH) hydrogen bonds, notably in a zigzag C(2) chain along the short b (screw) axis, supplemented with an R (2) (2)(12) O—H⋯O(carbon­yl) link along the a axis and other C(2) links. The absolute configuration was not unambiguously determined but was known from the synthetic chemistry, which used natural 2-acetamido-2-de­oxy-d-glucose as the starting material. International Union of Crystallography 2016-02-17 /pmc/articles/PMC4778837/ /pubmed/27006803 http://dx.doi.org/10.1107/S2056989016002164 Text en © Munneke et al. 2016 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 Research Communications
Munneke, Stefan
Stocker, Bridget L.
Timmer, Mattie S. M.
Gainsford, Graeme J.
N-(2-Acetamido-2-de­oxy-β-d-gluco­pyranos­yl)-N-(3-azido­prop­yl)-O-methyl­hydroxyl­amine
title N-(2-Acetamido-2-de­oxy-β-d-gluco­pyranos­yl)-N-(3-azido­prop­yl)-O-methyl­hydroxyl­amine
title_full N-(2-Acetamido-2-de­oxy-β-d-gluco­pyranos­yl)-N-(3-azido­prop­yl)-O-methyl­hydroxyl­amine
title_fullStr N-(2-Acetamido-2-de­oxy-β-d-gluco­pyranos­yl)-N-(3-azido­prop­yl)-O-methyl­hydroxyl­amine
title_full_unstemmed N-(2-Acetamido-2-de­oxy-β-d-gluco­pyranos­yl)-N-(3-azido­prop­yl)-O-methyl­hydroxyl­amine
title_short N-(2-Acetamido-2-de­oxy-β-d-gluco­pyranos­yl)-N-(3-azido­prop­yl)-O-methyl­hydroxyl­amine
title_sort n-(2-acetamido-2-de­oxy-β-d-gluco­pyranos­yl)-n-(3-azido­prop­yl)-o-methyl­hydroxyl­amine
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4778837/
https://www.ncbi.nlm.nih.gov/pubmed/27006803
http://dx.doi.org/10.1107/S2056989016002164
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AT timmermattiesm n2acetamido2deoxybdglucopyranosyln3azidopropylomethylhydroxylamine
AT gainsfordgraemej n2acetamido2deoxybdglucopyranosyln3azidopropylomethylhydroxylamine

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