Phenyl 2-amino-N,6-O-dibenzyl-2,3-N,O-carbonyl-2-de­oxy-1-thio-β-d-glucopyran­oside

In the crystal structure of the title compound, C(27)H(27)NO(5)S, the pyran­ose ring adopts a (4) C (1) chair conformation with puckering parameters Q = 0.639 (2) Å, θ = 174.11 (18) and ϕ = 256 (2)°. The presence of the 2,3-trans-oxazolidinone fixes the conformation of the pyran­ose ring. The phenyl...

Descripción completa

Detalles Bibliográficos
Autores principales: Manabe, Shino, Ishii, Kazuyuki, Hashizume, Daisuke, Ito, Yukishige
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2959351/
https://www.ncbi.nlm.nih.gov/pubmed/21201084
http://dx.doi.org/10.1107/S1600536808027189
_version_ 1782188478688133120
author Manabe, Shino
Ishii, Kazuyuki
Hashizume, Daisuke
Ito, Yukishige
author_facet Manabe, Shino
Ishii, Kazuyuki
Hashizume, Daisuke
Ito, Yukishige
author_sort Manabe, Shino
collection PubMed
description In the crystal structure of the title compound, C(27)H(27)NO(5)S, the pyran­ose ring adopts a (4) C (1) chair conformation with puckering parameters Q = 0.639 (2) Å, θ = 174.11 (18) and ϕ = 256 (2)°. The presence of the 2,3-trans-oxazolidinone fixes the conformation of the pyran­ose ring. The phenyl group attached to the S atom and the benzyl group bonding to the N atom are each disordered over two positions with site occupancies of 0.624 (3):0.376 (3) and 0.526 (3):0.474 (3), respectively. An inter­molecular O—H⋯O hydrogen bond is observed.
format Text
id pubmed-2959351
institution National Center for Biotechnology Information
language English
publishDate 2008
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-29593512010-12-30 Phenyl 2-amino-N,6-O-dibenzyl-2,3-N,O-carbonyl-2-de­oxy-1-thio-β-d-glucopyran­oside Manabe, Shino Ishii, Kazuyuki Hashizume, Daisuke Ito, Yukishige Acta Crystallogr Sect E Struct Rep Online Organic Papers In the crystal structure of the title compound, C(27)H(27)NO(5)S, the pyran­ose ring adopts a (4) C (1) chair conformation with puckering parameters Q = 0.639 (2) Å, θ = 174.11 (18) and ϕ = 256 (2)°. The presence of the 2,3-trans-oxazolidinone fixes the conformation of the pyran­ose ring. The phenyl group attached to the S atom and the benzyl group bonding to the N atom are each disordered over two positions with site occupancies of 0.624 (3):0.376 (3) and 0.526 (3):0.474 (3), respectively. An inter­molecular O—H⋯O hydrogen bond is observed. International Union of Crystallography 2008-09-06 /pmc/articles/PMC2959351/ /pubmed/21201084 http://dx.doi.org/10.1107/S1600536808027189 Text en © Manabe et al. 2008 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
Manabe, Shino
Ishii, Kazuyuki
Hashizume, Daisuke
Ito, Yukishige
Phenyl 2-amino-N,6-O-dibenzyl-2,3-N,O-carbonyl-2-de­oxy-1-thio-β-d-glucopyran­oside
title Phenyl 2-amino-N,6-O-dibenzyl-2,3-N,O-carbonyl-2-de­oxy-1-thio-β-d-glucopyran­oside
title_full Phenyl 2-amino-N,6-O-dibenzyl-2,3-N,O-carbonyl-2-de­oxy-1-thio-β-d-glucopyran­oside
title_fullStr Phenyl 2-amino-N,6-O-dibenzyl-2,3-N,O-carbonyl-2-de­oxy-1-thio-β-d-glucopyran­oside
title_full_unstemmed Phenyl 2-amino-N,6-O-dibenzyl-2,3-N,O-carbonyl-2-de­oxy-1-thio-β-d-glucopyran­oside
title_short Phenyl 2-amino-N,6-O-dibenzyl-2,3-N,O-carbonyl-2-de­oxy-1-thio-β-d-glucopyran­oside
title_sort phenyl 2-amino-n,6-o-dibenzyl-2,3-n,o-carbonyl-2-de­oxy-1-thio-β-d-glucopyran­oside
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2959351/
https://www.ncbi.nlm.nih.gov/pubmed/21201084
http://dx.doi.org/10.1107/S1600536808027189
work_keys_str_mv AT manabeshino phenyl2aminon6odibenzyl23nocarbonyl2deoxy1thiobdglucopyranoside
AT ishiikazuyuki phenyl2aminon6odibenzyl23nocarbonyl2deoxy1thiobdglucopyranoside
AT hashizumedaisuke phenyl2aminon6odibenzyl23nocarbonyl2deoxy1thiobdglucopyranoside
AT itoyukishige phenyl2aminon6odibenzyl23nocarbonyl2deoxy1thiobdglucopyranoside

Ejemplares similares