Phenyl 2,3-O-isopropyl­idene-1-thio-α-d-rhamnopyran­oside

In the title compound, C(15)H(20)O(4)S, a dioxolane ring is fused to the pyran ring of the sugar which carries a thio­phenyl substituent on the anomeric C atom. The dioxolane ring adopts an envelope conformation and the pyran ring system a distorted (4) C (1) chair. The structure is stabilized by O—...

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Detalles Bibliográficos
Autores principales: Osman, Hasnah, Larsen, David S., Hanton, Lyall R., Simpson, Jim
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2007
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2914986/
https://www.ncbi.nlm.nih.gov/pubmed/21200806
http://dx.doi.org/10.1107/S1600536807061004
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author Osman, Hasnah
Larsen, David S.
Hanton, Lyall R.
Simpson, Jim
author_facet Osman, Hasnah
Larsen, David S.
Hanton, Lyall R.
Simpson, Jim
author_sort Osman, Hasnah
collection PubMed
description In the title compound, C(15)H(20)O(4)S, a dioxolane ring is fused to the pyran ring of the sugar which carries a thio­phenyl substituent on the anomeric C atom. The dioxolane ring adopts an envelope conformation and the pyran ring system a distorted (4) C (1) chair. The structure is stabilized by O—H⋯O hydrogen bonds, forming centrosymmetric dimers that generate an R (2) (2)(10) ring motif. Additional C—H⋯O inter­actions form an extended network. Two C atoms of the phenyl ring are disordered over two positions; the site occupancy factors are ca. 0.7 and 0.3.
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spelling pubmed-29149862010-12-30 Phenyl 2,3-O-isopropyl­idene-1-thio-α-d-rhamnopyran­oside Osman, Hasnah Larsen, David S. Hanton, Lyall R. Simpson, Jim Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(15)H(20)O(4)S, a dioxolane ring is fused to the pyran ring of the sugar which carries a thio­phenyl substituent on the anomeric C atom. The dioxolane ring adopts an envelope conformation and the pyran ring system a distorted (4) C (1) chair. The structure is stabilized by O—H⋯O hydrogen bonds, forming centrosymmetric dimers that generate an R (2) (2)(10) ring motif. Additional C—H⋯O inter­actions form an extended network. Two C atoms of the phenyl ring are disordered over two positions; the site occupancy factors are ca. 0.7 and 0.3. International Union of Crystallography 2007-12-06 /pmc/articles/PMC2914986/ /pubmed/21200806 http://dx.doi.org/10.1107/S1600536807061004 Text en © International Union of Crystallography 2008 http://journals.iucr.org/services/termsofuse.html This is an open-access article distributed under the terms described at http://journals.iucr.org/services/termsofuse.html.
spellingShingle Organic Papers
Osman, Hasnah
Larsen, David S.
Hanton, Lyall R.
Simpson, Jim
Phenyl 2,3-O-isopropyl­idene-1-thio-α-d-rhamnopyran­oside
title Phenyl 2,3-O-isopropyl­idene-1-thio-α-d-rhamnopyran­oside
title_full Phenyl 2,3-O-isopropyl­idene-1-thio-α-d-rhamnopyran­oside
title_fullStr Phenyl 2,3-O-isopropyl­idene-1-thio-α-d-rhamnopyran­oside
title_full_unstemmed Phenyl 2,3-O-isopropyl­idene-1-thio-α-d-rhamnopyran­oside
title_short Phenyl 2,3-O-isopropyl­idene-1-thio-α-d-rhamnopyran­oside
title_sort phenyl 2,3-o-isopropyl­idene-1-thio-α-d-rhamnopyran­oside
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2914986/
https://www.ncbi.nlm.nih.gov/pubmed/21200806
http://dx.doi.org/10.1107/S1600536807061004
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AT larsendavids phenyl23oisopropylidene1thioadrhamnopyranoside
AT hantonlyallr phenyl23oisopropylidene1thioadrhamnopyranoside
AT simpsonjim phenyl23oisopropylidene1thioadrhamnopyranoside

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