3-Cyano-11-oxo-3,4-seco-12a-aza-C-homoolean-4(23)-en-28-oic acid methyl ester

The title compound, C(31)H(48)N(2)O(3), is a Beckmann rearrangement product. The isopropenyl and meth­oxy­carbonyl groups have β-orientations, whereas the 2-cyano­ethyl group has an α-orientation. In the triterpenoid skeleton, the seven-membered lactam ring, as well as the three six-membered carbocy...

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Detalles Bibliográficos
Autores principales: Froelich, A., Bednarczyk-Cwynar, B., Gzella, A. K.
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/PMC3275272/
https://www.ncbi.nlm.nih.gov/pubmed/22347128
http://dx.doi.org/10.1107/S1600536812002863
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author Froelich, A.
Bednarczyk-Cwynar, B.
Gzella, A. K.
author_facet Froelich, A.
Bednarczyk-Cwynar, B.
Gzella, A. K.
author_sort Froelich, A.
collection PubMed
description The title compound, C(31)H(48)N(2)O(3), is a Beckmann rearrangement product. The isopropenyl and meth­oxy­carbonyl groups have β-orientations, whereas the 2-cyano­ethyl group has an α-orientation. In the triterpenoid skeleton, the seven-membered lactam ring, as well as the three six-membered carbocyclic rings, have chair conformations. In the crystal, mol­ecules are linked via nonclassical C—H⋯O hydrogen bonds into layers parallel to the ab plane.
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spelling pubmed-32752722012-02-15 3-Cyano-11-oxo-3,4-seco-12a-aza-C-homoolean-4(23)-en-28-oic acid methyl ester Froelich, A. Bednarczyk-Cwynar, B. Gzella, A. K. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(31)H(48)N(2)O(3), is a Beckmann rearrangement product. The isopropenyl and meth­oxy­carbonyl groups have β-orientations, whereas the 2-cyano­ethyl group has an α-orientation. In the triterpenoid skeleton, the seven-membered lactam ring, as well as the three six-membered carbocyclic rings, have chair conformations. In the crystal, mol­ecules are linked via nonclassical C—H⋯O hydrogen bonds into layers parallel to the ab plane. International Union of Crystallography 2012-01-31 /pmc/articles/PMC3275272/ /pubmed/22347128 http://dx.doi.org/10.1107/S1600536812002863 Text en © Froelich 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
Froelich, A.
Bednarczyk-Cwynar, B.
Gzella, A. K.
3-Cyano-11-oxo-3,4-seco-12a-aza-C-homoolean-4(23)-en-28-oic acid methyl ester
title 3-Cyano-11-oxo-3,4-seco-12a-aza-C-homoolean-4(23)-en-28-oic acid methyl ester
title_full 3-Cyano-11-oxo-3,4-seco-12a-aza-C-homoolean-4(23)-en-28-oic acid methyl ester
title_fullStr 3-Cyano-11-oxo-3,4-seco-12a-aza-C-homoolean-4(23)-en-28-oic acid methyl ester
title_full_unstemmed 3-Cyano-11-oxo-3,4-seco-12a-aza-C-homoolean-4(23)-en-28-oic acid methyl ester
title_short 3-Cyano-11-oxo-3,4-seco-12a-aza-C-homoolean-4(23)-en-28-oic acid methyl ester
title_sort 3-cyano-11-oxo-3,4-seco-12a-aza-c-homoolean-4(23)-en-28-oic acid methyl ester
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3275272/
https://www.ncbi.nlm.nih.gov/pubmed/22347128
http://dx.doi.org/10.1107/S1600536812002863
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