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(25R)-16β-Acet­oxy-3β-bromo-23′,26-ep­oxy-23′,25-dimethyl-5α-cholest-23,23′-en-6-one dichloro­methane monosolvate

The crystal structure of the title compound, C(31)H(45)BrO(5)·CH(2)Cl(2), prepared in six steps from diosgenin, confirmed that the configurations of the stereogenic centers, positions 20S and 25R, remain unchanged during the reaction. The six-membered A, B and C rings have chair conformations. The f...

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Autores principales: Rincón, Susana, Yépez, Rebeca, Ochoa, M. Eugenia, López, Yliana, Santillan, Rosa, Farfán, Norberto
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588813/
https://www.ncbi.nlm.nih.gov/pubmed/23468778
http://dx.doi.org/10.1107/S1600536812043590
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author Rincón, Susana
Yépez, Rebeca
Ochoa, M. Eugenia
López, Yliana
Santillan, Rosa
Farfán, Norberto
author_facet Rincón, Susana
Yépez, Rebeca
Ochoa, M. Eugenia
López, Yliana
Santillan, Rosa
Farfán, Norberto
author_sort Rincón, Susana
collection PubMed
description The crystal structure of the title compound, C(31)H(45)BrO(5)·CH(2)Cl(2), prepared in six steps from diosgenin, confirmed that the configurations of the stereogenic centers, positions 20S and 25R, remain unchanged during the reaction. The six-membered A, B and C rings have chair conformations. The five-membered ring D has an envelope conformation (with the methyl-substituted C atom fused to ring C as the flap) and the six-membered dihydro­pyran ring E adopts a twist-boat conformation. In the crystal, mol­ecules are linked via C—H⋯O and C—H⋯Cl hydrogen bonds, the latter involving the dichloro­methane solvent mol­ecule, forming a three-dimensional supra­molecular network.
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spelling pubmed-35888132013-03-06 (25R)-16β-Acet­oxy-3β-bromo-23′,26-ep­oxy-23′,25-dimethyl-5α-cholest-23,23′-en-6-one dichloro­methane monosolvate Rincón, Susana Yépez, Rebeca Ochoa, M. Eugenia López, Yliana Santillan, Rosa Farfán, Norberto Acta Crystallogr Sect E Struct Rep Online Organic Papers The crystal structure of the title compound, C(31)H(45)BrO(5)·CH(2)Cl(2), prepared in six steps from diosgenin, confirmed that the configurations of the stereogenic centers, positions 20S and 25R, remain unchanged during the reaction. The six-membered A, B and C rings have chair conformations. The five-membered ring D has an envelope conformation (with the methyl-substituted C atom fused to ring C as the flap) and the six-membered dihydro­pyran ring E adopts a twist-boat conformation. In the crystal, mol­ecules are linked via C—H⋯O and C—H⋯Cl hydrogen bonds, the latter involving the dichloro­methane solvent mol­ecule, forming a three-dimensional supra­molecular network. International Union of Crystallography 2012-11-03 /pmc/articles/PMC3588813/ /pubmed/23468778 http://dx.doi.org/10.1107/S1600536812043590 Text en © Rincón et al. 2012 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
Rincón, Susana
Yépez, Rebeca
Ochoa, M. Eugenia
López, Yliana
Santillan, Rosa
Farfán, Norberto
(25R)-16β-Acet­oxy-3β-bromo-23′,26-ep­oxy-23′,25-dimethyl-5α-cholest-23,23′-en-6-one dichloro­methane monosolvate
title (25R)-16β-Acet­oxy-3β-bromo-23′,26-ep­oxy-23′,25-dimethyl-5α-cholest-23,23′-en-6-one dichloro­methane monosolvate
title_full (25R)-16β-Acet­oxy-3β-bromo-23′,26-ep­oxy-23′,25-dimethyl-5α-cholest-23,23′-en-6-one dichloro­methane monosolvate
title_fullStr (25R)-16β-Acet­oxy-3β-bromo-23′,26-ep­oxy-23′,25-dimethyl-5α-cholest-23,23′-en-6-one dichloro­methane monosolvate
title_full_unstemmed (25R)-16β-Acet­oxy-3β-bromo-23′,26-ep­oxy-23′,25-dimethyl-5α-cholest-23,23′-en-6-one dichloro­methane monosolvate
title_short (25R)-16β-Acet­oxy-3β-bromo-23′,26-ep­oxy-23′,25-dimethyl-5α-cholest-23,23′-en-6-one dichloro­methane monosolvate
title_sort (25r)-16β-acet­oxy-3β-bromo-23′,26-ep­oxy-23′,25-dimethyl-5α-cholest-23,23′-en-6-one dichloro­methane monosolvate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588813/
https://www.ncbi.nlm.nih.gov/pubmed/23468778
http://dx.doi.org/10.1107/S1600536812043590
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AT yepezrebeca 25r16bacetoxy3bbromo2326epoxy2325dimethyl5acholest2323en6onedichloromethanemonosolvate
AT ochoameugenia 25r16bacetoxy3bbromo2326epoxy2325dimethyl5acholest2323en6onedichloromethanemonosolvate
AT lopezyliana 25r16bacetoxy3bbromo2326epoxy2325dimethyl5acholest2323en6onedichloromethanemonosolvate
AT santillanrosa 25r16bacetoxy3bbromo2326epoxy2325dimethyl5acholest2323en6onedichloromethanemonosolvate
AT farfannorberto 25r16bacetoxy3bbromo2326epoxy2325dimethyl5acholest2323en6onedichloromethanemonosolvate