6-Methyl­ideneandrost-4-ene-3,17-dione

In the title compound, C(20)H(26)O(2), which is the 6-methyl­ene derivative of androstenedione and a synthetic percursor of exemestane, the steroid A ring approximates to a sofa (or envelope) conformation, with the methyl­ene group adjacent to the link to the B ring lying out of the plane of the oth...

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Autores principales: Andrade, L. C. R., de Almeida, M. J. M., Fernandes Roleira, F. M., Varela, C. L., Tavares da Silva, E. J.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3344189/
https://www.ncbi.nlm.nih.gov/pubmed/22606192
http://dx.doi.org/10.1107/S1600536812013207
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author Andrade, L. C. R.
de Almeida, M. J. M.
Fernandes Roleira, F. M.
Varela, C. L.
Tavares da Silva, E. J.
author_facet Andrade, L. C. R.
de Almeida, M. J. M.
Fernandes Roleira, F. M.
Varela, C. L.
Tavares da Silva, E. J.
author_sort Andrade, L. C. R.
collection PubMed
description In the title compound, C(20)H(26)O(2), which is the 6-methyl­ene derivative of androstenedione and a synthetic percursor of exemestane, the steroid A ring approximates to a sofa (or envelope) conformation, with the methyl­ene group adjacent to the link to the B ring lying out of the plane of the other atoms. The B and C rings have slightly flattened chair conformations and the D ring is an envelope, with the CH group forming the flap. In the crystal, mol­ecules are linked by two distinct C—H⋯O hydrogen bonds, involving acidic H atoms close to C=C and C=O double bonds.
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spelling pubmed-33441892012-05-17 6-Methyl­ideneandrost-4-ene-3,17-dione Andrade, L. C. R. de Almeida, M. J. M. Fernandes Roleira, F. M. Varela, C. L. Tavares da Silva, E. J. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(20)H(26)O(2), which is the 6-methyl­ene derivative of androstenedione and a synthetic percursor of exemestane, the steroid A ring approximates to a sofa (or envelope) conformation, with the methyl­ene group adjacent to the link to the B ring lying out of the plane of the other atoms. The B and C rings have slightly flattened chair conformations and the D ring is an envelope, with the CH group forming the flap. In the crystal, mol­ecules are linked by two distinct C—H⋯O hydrogen bonds, involving acidic H atoms close to C=C and C=O double bonds. International Union of Crystallography 2012-03-31 /pmc/articles/PMC3344189/ /pubmed/22606192 http://dx.doi.org/10.1107/S1600536812013207 Text en © Andrade 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
Andrade, L. C. R.
de Almeida, M. J. M.
Fernandes Roleira, F. M.
Varela, C. L.
Tavares da Silva, E. J.
6-Methyl­ideneandrost-4-ene-3,17-dione
title 6-Methyl­ideneandrost-4-ene-3,17-dione
title_full 6-Methyl­ideneandrost-4-ene-3,17-dione
title_fullStr 6-Methyl­ideneandrost-4-ene-3,17-dione
title_full_unstemmed 6-Methyl­ideneandrost-4-ene-3,17-dione
title_short 6-Methyl­ideneandrost-4-ene-3,17-dione
title_sort 6-methyl­ideneandrost-4-ene-3,17-dione
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3344189/
https://www.ncbi.nlm.nih.gov/pubmed/22606192
http://dx.doi.org/10.1107/S1600536812013207
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