Methyl 4-O-benzyl-α-l-rhamno­pyrano­side

In the title compound, C(14)H(20)O(5), an inter­mediate in the synthesis of oligosaccharides, the glycosidic [H—C—O—C(H(3))] torsion angle ϕ(H) is 52.3° and the exo-cyclic [H—C—O—C(H(2))] torsion angle θ(H) is −11.7°. The hexa­pyran­ose ring has a chair conformation. In the crystal, mol­ecules are l...

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Detalles Bibliográficos
Autores principales: Pendrill, Robert, Eriksson, Lars, Widmalm, Göran
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2014
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4011307/
https://www.ncbi.nlm.nih.gov/pubmed/24860368
http://dx.doi.org/10.1107/S1600536814007922
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author Pendrill, Robert
Eriksson, Lars
Widmalm, Göran
author_facet Pendrill, Robert
Eriksson, Lars
Widmalm, Göran
author_sort Pendrill, Robert
collection PubMed
description In the title compound, C(14)H(20)O(5), an inter­mediate in the synthesis of oligosaccharides, the glycosidic [H—C—O—C(H(3))] torsion angle ϕ(H) is 52.3° and the exo-cyclic [H—C—O—C(H(2))] torsion angle θ(H) is −11.7°. The hexa­pyran­ose ring has a chair conformation. In the crystal, mol­ecules are linked by O—H⋯O hydrogen bonds, forming chains propagating along [010]. Enclosed within the chains are R (3) (3)(12) ring motifs involving three mol­ecules. The chains are linked via C—H⋯π inter­actions, forming a three-dimensional network.
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spelling pubmed-40113072014-05-23 Methyl 4-O-benzyl-α-l-rhamno­pyrano­side Pendrill, Robert Eriksson, Lars Widmalm, Göran Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(14)H(20)O(5), an inter­mediate in the synthesis of oligosaccharides, the glycosidic [H—C—O—C(H(3))] torsion angle ϕ(H) is 52.3° and the exo-cyclic [H—C—O—C(H(2))] torsion angle θ(H) is −11.7°. The hexa­pyran­ose ring has a chair conformation. In the crystal, mol­ecules are linked by O—H⋯O hydrogen bonds, forming chains propagating along [010]. Enclosed within the chains are R (3) (3)(12) ring motifs involving three mol­ecules. The chains are linked via C—H⋯π inter­actions, forming a three-dimensional network. International Union of Crystallography 2014-04-16 /pmc/articles/PMC4011307/ /pubmed/24860368 http://dx.doi.org/10.1107/S1600536814007922 Text en © Pendrill et al. 2014 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
Pendrill, Robert
Eriksson, Lars
Widmalm, Göran
Methyl 4-O-benzyl-α-l-rhamno­pyrano­side
title Methyl 4-O-benzyl-α-l-rhamno­pyrano­side
title_full Methyl 4-O-benzyl-α-l-rhamno­pyrano­side
title_fullStr Methyl 4-O-benzyl-α-l-rhamno­pyrano­side
title_full_unstemmed Methyl 4-O-benzyl-α-l-rhamno­pyrano­side
title_short Methyl 4-O-benzyl-α-l-rhamno­pyrano­side
title_sort methyl 4-o-benzyl-α-l-rhamno­pyrano­side
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4011307/
https://www.ncbi.nlm.nih.gov/pubmed/24860368
http://dx.doi.org/10.1107/S1600536814007922
work_keys_str_mv AT pendrillrobert methyl4obenzylalrhamnopyranoside
AT erikssonlars methyl4obenzylalrhamnopyranoside
AT widmalmgoran methyl4obenzylalrhamnopyranoside

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