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1,2,5-Oxadiazolo[3,4-b]glycyrrhetinic acid

The title compound [systematic name: 11-oxo-2,3-(oxy­dinitrilo)olean-12-en-29-oic acid], C(30)H(42)N(2)O(4), contains a linear array of five six-membered rings and a five-membered heterocyclic ring. The C ring, containing an α,β-unsaturated ketone, has a slightly distorted half-chair conformation, a...

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Detalles Bibliográficos
Autores principales: Hu, Jun, Yu, Libing, Wang, Ruji, Ju, Yong
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969501/
https://www.ncbi.nlm.nih.gov/pubmed/21582833
http://dx.doi.org/10.1107/S1600536809020996
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author Hu, Jun
Yu, Libing
Wang, Ruji
Ju, Yong
author_facet Hu, Jun
Yu, Libing
Wang, Ruji
Ju, Yong
author_sort Hu, Jun
collection PubMed
description The title compound [systematic name: 11-oxo-2,3-(oxy­dinitrilo)olean-12-en-29-oic acid], C(30)H(42)N(2)O(4), contains a linear array of five six-membered rings and a five-membered heterocyclic ring. The C ring, containing an α,β-unsaturated ketone, has a slightly distorted half-chair conformation, as does the A ring, with N—C—C angles 125.3 (5), 111.2 (4), 124.9 (5) and 109.2 (5)°, while the other three six-membered rings adopt chair conformations. The enanti­omer has been assigned by reference to unchanging chiral centres in the synthetic procedure. An intramolecular C—H⋯O interaction is present. In the crystal structure, inter­molecular O—H⋯O hydrogen bonds link the mol­ecules.
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spelling pubmed-29695012010-12-30 1,2,5-Oxadiazolo[3,4-b]glycyrrhetinic acid Hu, Jun Yu, Libing Wang, Ruji Ju, Yong Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound [systematic name: 11-oxo-2,3-(oxy­dinitrilo)olean-12-en-29-oic acid], C(30)H(42)N(2)O(4), contains a linear array of five six-membered rings and a five-membered heterocyclic ring. The C ring, containing an α,β-unsaturated ketone, has a slightly distorted half-chair conformation, as does the A ring, with N—C—C angles 125.3 (5), 111.2 (4), 124.9 (5) and 109.2 (5)°, while the other three six-membered rings adopt chair conformations. The enanti­omer has been assigned by reference to unchanging chiral centres in the synthetic procedure. An intramolecular C—H⋯O interaction is present. In the crystal structure, inter­molecular O—H⋯O hydrogen bonds link the mol­ecules. International Union of Crystallography 2009-06-10 /pmc/articles/PMC2969501/ /pubmed/21582833 http://dx.doi.org/10.1107/S1600536809020996 Text en © Hu et al. 2009 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
Hu, Jun
Yu, Libing
Wang, Ruji
Ju, Yong
1,2,5-Oxadiazolo[3,4-b]glycyrrhetinic acid
title 1,2,5-Oxadiazolo[3,4-b]glycyrrhetinic acid
title_full 1,2,5-Oxadiazolo[3,4-b]glycyrrhetinic acid
title_fullStr 1,2,5-Oxadiazolo[3,4-b]glycyrrhetinic acid
title_full_unstemmed 1,2,5-Oxadiazolo[3,4-b]glycyrrhetinic acid
title_short 1,2,5-Oxadiazolo[3,4-b]glycyrrhetinic acid
title_sort 1,2,5-oxadiazolo[3,4-b]glycyrrhetinic acid
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969501/
https://www.ncbi.nlm.nih.gov/pubmed/21582833
http://dx.doi.org/10.1107/S1600536809020996
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