(4bS,8aS)-1-Isopropyl-4b,8,8-trimethyl-4b,5,6,7,8,8a,9,10-octa­hydro­phenan­thren-2-yl benzoate

The title compound, C(27)H(34)O(2), was hemisynthesized through direct benzoyl­ation of the naturally occurring meroterpene totarol. The central fused six-membered ring has a half-chair conformation, whereas the terminal six-membered ring displays a chair conformation. The dihedral angle between the...

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Detalles Bibliográficos
Autores principales: Oubabi, Radouane, Auhmani, Aziz, Ait Itto, My Youssef, Auhmani, Abdelwahed, Daran, Jean-Claude
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/PMC4158506/
https://www.ncbi.nlm.nih.gov/pubmed/25249914
http://dx.doi.org/10.1107/S1600536814015827
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author Oubabi, Radouane
Auhmani, Aziz
Ait Itto, My Youssef
Auhmani, Abdelwahed
Daran, Jean-Claude
author_facet Oubabi, Radouane
Auhmani, Aziz
Ait Itto, My Youssef
Auhmani, Abdelwahed
Daran, Jean-Claude
author_sort Oubabi, Radouane
collection PubMed
description The title compound, C(27)H(34)O(2), was hemisynthesized through direct benzoyl­ation of the naturally occurring meroterpene totarol. The central fused six-membered ring has a half-chair conformation, whereas the terminal six-membered ring displays a chair conformation. The dihedral angle between the fused benzene ring and the benzoyl benzene ring is 73.05 (14)°. The S,S chirality of the mol­ecule is consistent with the synthetic pathway, and confirmed by the refinement of the Flack parameter.
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spelling pubmed-41585062014-09-23 (4bS,8aS)-1-Isopropyl-4b,8,8-trimethyl-4b,5,6,7,8,8a,9,10-octa­hydro­phenan­thren-2-yl benzoate Oubabi, Radouane Auhmani, Aziz Ait Itto, My Youssef Auhmani, Abdelwahed Daran, Jean-Claude Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(27)H(34)O(2), was hemisynthesized through direct benzoyl­ation of the naturally occurring meroterpene totarol. The central fused six-membered ring has a half-chair conformation, whereas the terminal six-membered ring displays a chair conformation. The dihedral angle between the fused benzene ring and the benzoyl benzene ring is 73.05 (14)°. The S,S chirality of the mol­ecule is consistent with the synthetic pathway, and confirmed by the refinement of the Flack parameter. International Union of Crystallography 2014-07-11 /pmc/articles/PMC4158506/ /pubmed/25249914 http://dx.doi.org/10.1107/S1600536814015827 Text en © Oubabi 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
Oubabi, Radouane
Auhmani, Aziz
Ait Itto, My Youssef
Auhmani, Abdelwahed
Daran, Jean-Claude
(4bS,8aS)-1-Isopropyl-4b,8,8-trimethyl-4b,5,6,7,8,8a,9,10-octa­hydro­phenan­thren-2-yl benzoate
title (4bS,8aS)-1-Isopropyl-4b,8,8-trimethyl-4b,5,6,7,8,8a,9,10-octa­hydro­phenan­thren-2-yl benzoate
title_full (4bS,8aS)-1-Isopropyl-4b,8,8-trimethyl-4b,5,6,7,8,8a,9,10-octa­hydro­phenan­thren-2-yl benzoate
title_fullStr (4bS,8aS)-1-Isopropyl-4b,8,8-trimethyl-4b,5,6,7,8,8a,9,10-octa­hydro­phenan­thren-2-yl benzoate
title_full_unstemmed (4bS,8aS)-1-Isopropyl-4b,8,8-trimethyl-4b,5,6,7,8,8a,9,10-octa­hydro­phenan­thren-2-yl benzoate
title_short (4bS,8aS)-1-Isopropyl-4b,8,8-trimethyl-4b,5,6,7,8,8a,9,10-octa­hydro­phenan­thren-2-yl benzoate
title_sort (4bs,8as)-1-isopropyl-4b,8,8-trimethyl-4b,5,6,7,8,8a,9,10-octa­hydro­phenan­thren-2-yl benzoate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4158506/
https://www.ncbi.nlm.nih.gov/pubmed/25249914
http://dx.doi.org/10.1107/S1600536814015827
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