(11aS)-8-Hydr­oxy-7-meth­oxy-2,3,5,10,11,11a-hexa­hydro-1H-pyrrolo[2,1-c][1,4]benzodiazepine-3,11-dione

The title chiral compound, C(13)H(14)N(2)O(4), was prepared by an intra­cyclization reaction of methyl (S)-1-(4-hydr­oxy-5-meth­oxy-2-nitro­benz­yl)-5-oxopyrrolidine-2-carboxyl­ate in the presence of ethanol and iron. The five-membered substituted pyrrole ring adopts an approximate envelope conforma...

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Detalles Bibliográficos
Autores principales: Zhao, Dong-Mei, Ma, Chao, Sha, Yu, Liu, Jing-Hong, Cheng, Mao-Sheng
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2007
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2915322/
https://www.ncbi.nlm.nih.gov/pubmed/21200831
http://dx.doi.org/10.1107/S1600536807066056
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author Zhao, Dong-Mei
Ma, Chao
Sha, Yu
Liu, Jing-Hong
Cheng, Mao-Sheng
author_facet Zhao, Dong-Mei
Ma, Chao
Sha, Yu
Liu, Jing-Hong
Cheng, Mao-Sheng
author_sort Zhao, Dong-Mei
collection PubMed
description The title chiral compound, C(13)H(14)N(2)O(4), was prepared by an intra­cyclization reaction of methyl (S)-1-(4-hydr­oxy-5-meth­oxy-2-nitro­benz­yl)-5-oxopyrrolidine-2-carboxyl­ate in the presence of ethanol and iron. The five-membered substituted pyrrole ring adopts an approximate envelope conformation, while the seven-membered substituted diazepine ring displays a twist-boat conformation. Inter­molecular O—H⋯O and N—H⋯O hydrogen bonding helps to stabilize the crystal structure.
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spelling pubmed-29153222010-12-30 (11aS)-8-Hydr­oxy-7-meth­oxy-2,3,5,10,11,11a-hexa­hydro-1H-pyrrolo[2,1-c][1,4]benzodiazepine-3,11-dione Zhao, Dong-Mei Ma, Chao Sha, Yu Liu, Jing-Hong Cheng, Mao-Sheng Acta Crystallogr Sect E Struct Rep Online Organic Papers The title chiral compound, C(13)H(14)N(2)O(4), was prepared by an intra­cyclization reaction of methyl (S)-1-(4-hydr­oxy-5-meth­oxy-2-nitro­benz­yl)-5-oxopyrrolidine-2-carboxyl­ate in the presence of ethanol and iron. The five-membered substituted pyrrole ring adopts an approximate envelope conformation, while the seven-membered substituted diazepine ring displays a twist-boat conformation. Inter­molecular O—H⋯O and N—H⋯O hydrogen bonding helps to stabilize the crystal structure. International Union of Crystallography 2007-12-12 /pmc/articles/PMC2915322/ /pubmed/21200831 http://dx.doi.org/10.1107/S1600536807066056 Text en © Zhao et al. 2008 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
Zhao, Dong-Mei
Ma, Chao
Sha, Yu
Liu, Jing-Hong
Cheng, Mao-Sheng
(11aS)-8-Hydr­oxy-7-meth­oxy-2,3,5,10,11,11a-hexa­hydro-1H-pyrrolo[2,1-c][1,4]benzodiazepine-3,11-dione
title (11aS)-8-Hydr­oxy-7-meth­oxy-2,3,5,10,11,11a-hexa­hydro-1H-pyrrolo[2,1-c][1,4]benzodiazepine-3,11-dione
title_full (11aS)-8-Hydr­oxy-7-meth­oxy-2,3,5,10,11,11a-hexa­hydro-1H-pyrrolo[2,1-c][1,4]benzodiazepine-3,11-dione
title_fullStr (11aS)-8-Hydr­oxy-7-meth­oxy-2,3,5,10,11,11a-hexa­hydro-1H-pyrrolo[2,1-c][1,4]benzodiazepine-3,11-dione
title_full_unstemmed (11aS)-8-Hydr­oxy-7-meth­oxy-2,3,5,10,11,11a-hexa­hydro-1H-pyrrolo[2,1-c][1,4]benzodiazepine-3,11-dione
title_short (11aS)-8-Hydr­oxy-7-meth­oxy-2,3,5,10,11,11a-hexa­hydro-1H-pyrrolo[2,1-c][1,4]benzodiazepine-3,11-dione
title_sort (11as)-8-hydr­oxy-7-meth­oxy-2,3,5,10,11,11a-hexa­hydro-1h-pyrrolo[2,1-c][1,4]benzodiazepine-3,11-dione
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2915322/
https://www.ncbi.nlm.nih.gov/pubmed/21200831
http://dx.doi.org/10.1107/S1600536807066056
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