1-O-Acetyl-3,4,6-tri-O-benzyl-2-C-bromo­methyl-2-de­oxy-α-d-glucopyran­ose

In the title compound, C(30)H(33)BrO(6), the pyran­ose ring adopts a chair conformation. Two of the O-benzyl phenyl rings lie almost perpendicular to C/C/C/O plane formed by the ring atoms not attached to these O-benzyl phenyl rings, and form dihedral angles of 85.1 (2) and 64.6 (2)°, while the thir...

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Detalles Bibliográficos
Autores principales: Kinfe, Henok H., Makolo, Felix L., Phasha, Zanele H.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588367/
https://www.ncbi.nlm.nih.gov/pubmed/23476454
http://dx.doi.org/10.1107/S1600536812048453
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author Kinfe, Henok H.
Makolo, Felix L.
Phasha, Zanele H.
author_facet Kinfe, Henok H.
Makolo, Felix L.
Phasha, Zanele H.
author_sort Kinfe, Henok H.
collection PubMed
description In the title compound, C(30)H(33)BrO(6), the pyran­ose ring adopts a chair conformation. Two of the O-benzyl phenyl rings lie almost perpendicular to C/C/C/O plane formed by the ring atoms not attached to these O-benzyl phenyl rings, and form dihedral angles of 85.1 (2) and 64.6 (2)°, while the third O-benzyl phenyl ring is twisted so that it makes a dihedral angle 34.9 (2)° to this C/C/C/O plane. This twist is ascribed to the formation of an S(8) loop stabilized by a weak intra­molecular C—H⋯O hydrogen bond.
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spelling pubmed-35883672013-03-08 1-O-Acetyl-3,4,6-tri-O-benzyl-2-C-bromo­methyl-2-de­oxy-α-d-glucopyran­ose Kinfe, Henok H. Makolo, Felix L. Phasha, Zanele H. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(30)H(33)BrO(6), the pyran­ose ring adopts a chair conformation. Two of the O-benzyl phenyl rings lie almost perpendicular to C/C/C/O plane formed by the ring atoms not attached to these O-benzyl phenyl rings, and form dihedral angles of 85.1 (2) and 64.6 (2)°, while the third O-benzyl phenyl ring is twisted so that it makes a dihedral angle 34.9 (2)° to this C/C/C/O plane. This twist is ascribed to the formation of an S(8) loop stabilized by a weak intra­molecular C—H⋯O hydrogen bond. International Union of Crystallography 2012-12-12 /pmc/articles/PMC3588367/ /pubmed/23476454 http://dx.doi.org/10.1107/S1600536812048453 Text en © Kinfe 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
Kinfe, Henok H.
Makolo, Felix L.
Phasha, Zanele H.
1-O-Acetyl-3,4,6-tri-O-benzyl-2-C-bromo­methyl-2-de­oxy-α-d-glucopyran­ose
title 1-O-Acetyl-3,4,6-tri-O-benzyl-2-C-bromo­methyl-2-de­oxy-α-d-glucopyran­ose
title_full 1-O-Acetyl-3,4,6-tri-O-benzyl-2-C-bromo­methyl-2-de­oxy-α-d-glucopyran­ose
title_fullStr 1-O-Acetyl-3,4,6-tri-O-benzyl-2-C-bromo­methyl-2-de­oxy-α-d-glucopyran­ose
title_full_unstemmed 1-O-Acetyl-3,4,6-tri-O-benzyl-2-C-bromo­methyl-2-de­oxy-α-d-glucopyran­ose
title_short 1-O-Acetyl-3,4,6-tri-O-benzyl-2-C-bromo­methyl-2-de­oxy-α-d-glucopyran­ose
title_sort 1-o-acetyl-3,4,6-tri-o-benzyl-2-c-bromo­methyl-2-de­oxy-α-d-glucopyran­ose
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588367/
https://www.ncbi.nlm.nih.gov/pubmed/23476454
http://dx.doi.org/10.1107/S1600536812048453
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AT makolofelixl 1oacetyl346triobenzyl2cbromomethyl2deoxyadglucopyranose
AT phashazaneleh 1oacetyl346triobenzyl2cbromomethyl2deoxyadglucopyranose

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