Ethyl 4,6-O-benzyl­idene-2-de­oxy-N-phthalimido-1-thio-β-d-glucopyran­oside

In the title compound, C(23)H(23)NO(6)S, the plane of the N-phthalimido group makes a dihedral angle of 67.4 (1)° with the least square plane of the sugar ring defined by the C2, C3, C5 and O5 atoms using standard glucose nomenclature. The thio­ethyl group has the exo-anomeric conformation. In the c...

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Detalles Bibliográficos
Autores principales: Hamark, Christoffer, Landström, Jens, Eriksson, Lars, Widmalm, Göran
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3011798/
https://www.ncbi.nlm.nih.gov/pubmed/21589535
http://dx.doi.org/10.1107/S1600536810047070
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author Hamark, Christoffer
Landström, Jens
Eriksson, Lars
Widmalm, Göran
author_facet Hamark, Christoffer
Landström, Jens
Eriksson, Lars
Widmalm, Göran
author_sort Hamark, Christoffer
collection PubMed
description In the title compound, C(23)H(23)NO(6)S, the plane of the N-phthalimido group makes a dihedral angle of 67.4 (1)° with the least square plane of the sugar ring defined by the C2, C3, C5 and O5 atoms using standard glucose nomenclature. The thio­ethyl group has the exo-anomeric conformation. In the crystal, inter­molecular hydrogen bonds involving the hy­droxy groups and the carbonyl O atoms of adjacent N-phthalimido groups form chains parallel to the b axis. The chains are further stabilized by C—H⋯π inter­actions.
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spelling pubmed-30117982010-12-30 Ethyl 4,6-O-benzyl­idene-2-de­oxy-N-phthalimido-1-thio-β-d-glucopyran­oside Hamark, Christoffer Landström, Jens Eriksson, Lars Widmalm, Göran Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(23)H(23)NO(6)S, the plane of the N-phthalimido group makes a dihedral angle of 67.4 (1)° with the least square plane of the sugar ring defined by the C2, C3, C5 and O5 atoms using standard glucose nomenclature. The thio­ethyl group has the exo-anomeric conformation. In the crystal, inter­molecular hydrogen bonds involving the hy­droxy groups and the carbonyl O atoms of adjacent N-phthalimido groups form chains parallel to the b axis. The chains are further stabilized by C—H⋯π inter­actions. International Union of Crystallography 2010-11-20 /pmc/articles/PMC3011798/ /pubmed/21589535 http://dx.doi.org/10.1107/S1600536810047070 Text en © Hamark et al. 2010 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
Hamark, Christoffer
Landström, Jens
Eriksson, Lars
Widmalm, Göran
Ethyl 4,6-O-benzyl­idene-2-de­oxy-N-phthalimido-1-thio-β-d-glucopyran­oside
title Ethyl 4,6-O-benzyl­idene-2-de­oxy-N-phthalimido-1-thio-β-d-glucopyran­oside
title_full Ethyl 4,6-O-benzyl­idene-2-de­oxy-N-phthalimido-1-thio-β-d-glucopyran­oside
title_fullStr Ethyl 4,6-O-benzyl­idene-2-de­oxy-N-phthalimido-1-thio-β-d-glucopyran­oside
title_full_unstemmed Ethyl 4,6-O-benzyl­idene-2-de­oxy-N-phthalimido-1-thio-β-d-glucopyran­oside
title_short Ethyl 4,6-O-benzyl­idene-2-de­oxy-N-phthalimido-1-thio-β-d-glucopyran­oside
title_sort ethyl 4,6-o-benzyl­idene-2-de­oxy-n-phthalimido-1-thio-β-d-glucopyran­oside
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3011798/
https://www.ncbi.nlm.nih.gov/pubmed/21589535
http://dx.doi.org/10.1107/S1600536810047070
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