(1R,2S,4S,4aS,8S,8aS)-4-Hy­droxy-8,8a-dimethyl-10-oxo-2,3,4,7,8,8a-hexa­hydro-1H-4a,1-(ep­oxy­methano)­naphthalen-2-yl acetate

The title compound, C(15)H(20)O(5), presents a bis­norsesquiterpene skeleton, with a trans-deca­line backbone constrained by the lactone bridge. The α-hy­droxy substituent and the methyl group belonging to the two deca­line rings are in axial positions, whereas the other methyl group and the acyl gr...

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Autores principales: Selaïmia-Ferdjani, Ouassila, Bidjou-Haiour, Chahra, Planchat, Aurelien, Pipelier, Muriel
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3685084/
https://www.ncbi.nlm.nih.gov/pubmed/23795103
http://dx.doi.org/10.1107/S1600536813013524
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author Selaïmia-Ferdjani, Ouassila
Bidjou-Haiour, Chahra
Planchat, Aurelien
Pipelier, Muriel
author_facet Selaïmia-Ferdjani, Ouassila
Bidjou-Haiour, Chahra
Planchat, Aurelien
Pipelier, Muriel
author_sort Selaïmia-Ferdjani, Ouassila
collection PubMed
description The title compound, C(15)H(20)O(5), presents a bis­norsesquiterpene skeleton, with a trans-deca­line backbone constrained by the lactone bridge. The α-hy­droxy substituent and the methyl group belonging to the two deca­line rings are in axial positions, whereas the other methyl group and the acyl group occupy the sterically preferred equatorial positions. The mol­ecular structure is stabilized by an intra­molecular C—H⋯O hydrogen bond. In the crystal, mol­ecules are linked into chains along [010] by O—H⋯O hydrogen bonds
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spelling pubmed-36850842013-06-21 (1R,2S,4S,4aS,8S,8aS)-4-Hy­droxy-8,8a-dimethyl-10-oxo-2,3,4,7,8,8a-hexa­hydro-1H-4a,1-(ep­oxy­methano)­naphthalen-2-yl acetate Selaïmia-Ferdjani, Ouassila Bidjou-Haiour, Chahra Planchat, Aurelien Pipelier, Muriel Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(15)H(20)O(5), presents a bis­norsesquiterpene skeleton, with a trans-deca­line backbone constrained by the lactone bridge. The α-hy­droxy substituent and the methyl group belonging to the two deca­line rings are in axial positions, whereas the other methyl group and the acyl group occupy the sterically preferred equatorial positions. The mol­ecular structure is stabilized by an intra­molecular C—H⋯O hydrogen bond. In the crystal, mol­ecules are linked into chains along [010] by O—H⋯O hydrogen bonds International Union of Crystallography 2013-05-22 /pmc/articles/PMC3685084/ /pubmed/23795103 http://dx.doi.org/10.1107/S1600536813013524 Text en © Selaïmia-Ferdjani et al. 2013 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
Selaïmia-Ferdjani, Ouassila
Bidjou-Haiour, Chahra
Planchat, Aurelien
Pipelier, Muriel
(1R,2S,4S,4aS,8S,8aS)-4-Hy­droxy-8,8a-dimethyl-10-oxo-2,3,4,7,8,8a-hexa­hydro-1H-4a,1-(ep­oxy­methano)­naphthalen-2-yl acetate
title (1R,2S,4S,4aS,8S,8aS)-4-Hy­droxy-8,8a-dimethyl-10-oxo-2,3,4,7,8,8a-hexa­hydro-1H-4a,1-(ep­oxy­methano)­naphthalen-2-yl acetate
title_full (1R,2S,4S,4aS,8S,8aS)-4-Hy­droxy-8,8a-dimethyl-10-oxo-2,3,4,7,8,8a-hexa­hydro-1H-4a,1-(ep­oxy­methano)­naphthalen-2-yl acetate
title_fullStr (1R,2S,4S,4aS,8S,8aS)-4-Hy­droxy-8,8a-dimethyl-10-oxo-2,3,4,7,8,8a-hexa­hydro-1H-4a,1-(ep­oxy­methano)­naphthalen-2-yl acetate
title_full_unstemmed (1R,2S,4S,4aS,8S,8aS)-4-Hy­droxy-8,8a-dimethyl-10-oxo-2,3,4,7,8,8a-hexa­hydro-1H-4a,1-(ep­oxy­methano)­naphthalen-2-yl acetate
title_short (1R,2S,4S,4aS,8S,8aS)-4-Hy­droxy-8,8a-dimethyl-10-oxo-2,3,4,7,8,8a-hexa­hydro-1H-4a,1-(ep­oxy­methano)­naphthalen-2-yl acetate
title_sort (1r,2s,4s,4as,8s,8as)-4-hy­droxy-8,8a-dimethyl-10-oxo-2,3,4,7,8,8a-hexa­hydro-1h-4a,1-(ep­oxy­methano)­naphthalen-2-yl acetate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3685084/
https://www.ncbi.nlm.nih.gov/pubmed/23795103
http://dx.doi.org/10.1107/S1600536813013524
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