{(3aR,5S,6R,6aR)-5-[(R)-1,2-Di­hydroxy­eth­yl]-2,2-di­methyl­tetra­hydro­furo[2,3-d][1,3]dioxol-6-yl}methyl methane­sulfonate

In the title compound, C(11)H(20)O(8)S, the furan­ose ring has a pseudorotation phase angle equal to 31.3° and assumes a (3) T (4) conformation, with deviations of 0.297 (4) and −0.152 (4) Å for the corresponding C atoms. The dioxolane ring adopts an envelope conformation. One of the O atoms is at t...

Descripción completa

Detalles Bibliográficos
Autores principales: Rjabovs, Vitālijs, Mishnev, Anatoly, Kiselovs, Glebs, Turks, Māris
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/PMC4011227/
https://www.ncbi.nlm.nih.gov/pubmed/24860338
http://dx.doi.org/10.1107/S1600536814007387
_version_ 1782314775468834816
author Rjabovs, Vitālijs
Mishnev, Anatoly
Kiselovs, Glebs
Turks, Māris
author_facet Rjabovs, Vitālijs
Mishnev, Anatoly
Kiselovs, Glebs
Turks, Māris
author_sort Rjabovs, Vitālijs
collection PubMed
description In the title compound, C(11)H(20)O(8)S, the furan­ose ring has a pseudorotation phase angle equal to 31.3° and assumes a (3) T (4) conformation, with deviations of 0.297 (4) and −0.152 (4) Å for the corresponding C atoms. The dioxolane ring adopts an envelope conformation. One of the O atoms is at the flap and deviates from the least-squares plane formed by the other four ring atoms by 0.405 (2) Å. The dihedral angle between the planar fragments of the rings is 63.53 (8)°. In the crystal, mol­ecules are associated into sheets perpendiculer to the b axis by means of O—H⋯O hydrogen bonds. A few weak C—H⋯O inter­actions are also observed.
format Online
Article
Text
id pubmed-4011227
institution National Center for Biotechnology Information
language English
publishDate 2014
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-40112272014-05-23 {(3aR,5S,6R,6aR)-5-[(R)-1,2-Di­hydroxy­eth­yl]-2,2-di­methyl­tetra­hydro­furo[2,3-d][1,3]dioxol-6-yl}methyl methane­sulfonate Rjabovs, Vitālijs Mishnev, Anatoly Kiselovs, Glebs Turks, Māris Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(11)H(20)O(8)S, the furan­ose ring has a pseudorotation phase angle equal to 31.3° and assumes a (3) T (4) conformation, with deviations of 0.297 (4) and −0.152 (4) Å for the corresponding C atoms. The dioxolane ring adopts an envelope conformation. One of the O atoms is at the flap and deviates from the least-squares plane formed by the other four ring atoms by 0.405 (2) Å. The dihedral angle between the planar fragments of the rings is 63.53 (8)°. In the crystal, mol­ecules are associated into sheets perpendiculer to the b axis by means of O—H⋯O hydrogen bonds. A few weak C—H⋯O inter­actions are also observed. International Union of Crystallography 2014-04-05 /pmc/articles/PMC4011227/ /pubmed/24860338 http://dx.doi.org/10.1107/S1600536814007387 Text en © Rjabovs 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
Rjabovs, Vitālijs
Mishnev, Anatoly
Kiselovs, Glebs
Turks, Māris
{(3aR,5S,6R,6aR)-5-[(R)-1,2-Di­hydroxy­eth­yl]-2,2-di­methyl­tetra­hydro­furo[2,3-d][1,3]dioxol-6-yl}methyl methane­sulfonate
title {(3aR,5S,6R,6aR)-5-[(R)-1,2-Di­hydroxy­eth­yl]-2,2-di­methyl­tetra­hydro­furo[2,3-d][1,3]dioxol-6-yl}methyl methane­sulfonate
title_full {(3aR,5S,6R,6aR)-5-[(R)-1,2-Di­hydroxy­eth­yl]-2,2-di­methyl­tetra­hydro­furo[2,3-d][1,3]dioxol-6-yl}methyl methane­sulfonate
title_fullStr {(3aR,5S,6R,6aR)-5-[(R)-1,2-Di­hydroxy­eth­yl]-2,2-di­methyl­tetra­hydro­furo[2,3-d][1,3]dioxol-6-yl}methyl methane­sulfonate
title_full_unstemmed {(3aR,5S,6R,6aR)-5-[(R)-1,2-Di­hydroxy­eth­yl]-2,2-di­methyl­tetra­hydro­furo[2,3-d][1,3]dioxol-6-yl}methyl methane­sulfonate
title_short {(3aR,5S,6R,6aR)-5-[(R)-1,2-Di­hydroxy­eth­yl]-2,2-di­methyl­tetra­hydro­furo[2,3-d][1,3]dioxol-6-yl}methyl methane­sulfonate
title_sort {(3ar,5s,6r,6ar)-5-[(r)-1,2-di­hydroxy­eth­yl]-2,2-di­methyl­tetra­hydro­furo[2,3-d][1,3]dioxol-6-yl}methyl methane­sulfonate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4011227/
https://www.ncbi.nlm.nih.gov/pubmed/24860338
http://dx.doi.org/10.1107/S1600536814007387
work_keys_str_mv AT rjabovsvitalijs 3ar5s6r6ar5r12dihydroxyethyl22dimethyltetrahydrofuro23d13dioxol6ylmethylmethanesulfonate
AT mishnevanatoly 3ar5s6r6ar5r12dihydroxyethyl22dimethyltetrahydrofuro23d13dioxol6ylmethylmethanesulfonate
AT kiselovsglebs 3ar5s6r6ar5r12dihydroxyethyl22dimethyltetrahydrofuro23d13dioxol6ylmethylmethanesulfonate
AT turksmaris 3ar5s6r6ar5r12dihydroxyethyl22dimethyltetrahydrofuro23d13dioxol6ylmethylmethanesulfonate

Ejemplares similares