Betulin 3,28-di-O-tosyl­ate

The title compound, C(44)H(62)O(6)S(2) {systematic name: (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-5a,5b,8,8,11a-penta­methyl-1-(prop-1-en-2-yl)-3a-[(tos­yloxy)meth­yl]icosa­hydro-1H-cyclo­penta­[a]chrysen-9-yl 4-methyl­benzene­sulfonate}, was obtained by tosyl­ation of naturally occurring betulin...

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Detalles Bibliográficos
Autores principales: Peipiņš, Uldis, Freimanis, Niks, Stepanovs, Dmitrijs, Mishnev, Anatoly, 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/PMC4158509/
https://www.ncbi.nlm.nih.gov/pubmed/25249923
http://dx.doi.org/10.1107/S1600536814016602
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author Peipiņš, Uldis
Freimanis, Niks
Stepanovs, Dmitrijs
Mishnev, Anatoly
Turks, Māris
author_facet Peipiņš, Uldis
Freimanis, Niks
Stepanovs, Dmitrijs
Mishnev, Anatoly
Turks, Māris
author_sort Peipiņš, Uldis
collection PubMed
description The title compound, C(44)H(62)O(6)S(2) {systematic name: (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-5a,5b,8,8,11a-penta­methyl-1-(prop-1-en-2-yl)-3a-[(tos­yloxy)meth­yl]icosa­hydro-1H-cyclo­penta­[a]chrysen-9-yl 4-methyl­benzene­sulfonate}, was obtained by tosyl­ation of naturally occurring betulin. All the cyclo­hexane rings adopt chair conformations and the cyclo­pentane ring adopts a twisted envelope conformation, with the C atom bearing the tosyl­methyl substituent forming the flap. In the crystal, mol­ecules form a three-dimensional network through multiple weak C—H⋯O hydrogen bonds.
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spelling pubmed-41585092014-09-23 Betulin 3,28-di-O-tosyl­ate Peipiņš, Uldis Freimanis, Niks Stepanovs, Dmitrijs Mishnev, Anatoly Turks, Māris Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(44)H(62)O(6)S(2) {systematic name: (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-5a,5b,8,8,11a-penta­methyl-1-(prop-1-en-2-yl)-3a-[(tos­yloxy)meth­yl]icosa­hydro-1H-cyclo­penta­[a]chrysen-9-yl 4-methyl­benzene­sulfonate}, was obtained by tosyl­ation of naturally occurring betulin. All the cyclo­hexane rings adopt chair conformations and the cyclo­pentane ring adopts a twisted envelope conformation, with the C atom bearing the tosyl­methyl substituent forming the flap. In the crystal, mol­ecules form a three-dimensional network through multiple weak C—H⋯O hydrogen bonds. International Union of Crystallography 2014-07-23 /pmc/articles/PMC4158509/ /pubmed/25249923 http://dx.doi.org/10.1107/S1600536814016602 Text en © Peipiņš 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
Peipiņš, Uldis
Freimanis, Niks
Stepanovs, Dmitrijs
Mishnev, Anatoly
Turks, Māris
Betulin 3,28-di-O-tosyl­ate
title Betulin 3,28-di-O-tosyl­ate
title_full Betulin 3,28-di-O-tosyl­ate
title_fullStr Betulin 3,28-di-O-tosyl­ate
title_full_unstemmed Betulin 3,28-di-O-tosyl­ate
title_short Betulin 3,28-di-O-tosyl­ate
title_sort betulin 3,28-di-o-tosyl­ate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4158509/
https://www.ncbi.nlm.nih.gov/pubmed/25249923
http://dx.doi.org/10.1107/S1600536814016602
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AT mishnevanatoly betulin328diotosylate
AT turksmaris betulin328diotosylate

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