Dimethyl 4-(4-hy­droxy­phen­yl)-2,6-dimethyl-1,4-dihydro­pyridine-3,5-dicarboxyl­ate

The title mol­ecule, C(17)H(19)NO(5), was prepared by a Hantzsch dihydro­pyridine synthesis from 4-hy­droxy­benzaldehyde, methyl acetoacetate and NH(4)HCO(3). In the mol­ecular structure of the title compound, the dihydro­pyridine ring adopts a flattened boat conformation and the plane of the base o...

Descripción completa

Detalles Bibliográficos
Autores principales: Zhang, Chun-Hua, Zhao, Jing-Min, Chen, Bao-Guo
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3200733/
https://www.ncbi.nlm.nih.gov/pubmed/22064645
http://dx.doi.org/10.1107/S1600536811032521
_version_ 1782214737202774016
author Zhang, Chun-Hua
Zhao, Jing-Min
Chen, Bao-Guo
author_facet Zhang, Chun-Hua
Zhao, Jing-Min
Chen, Bao-Guo
author_sort Zhang, Chun-Hua
collection PubMed
description The title mol­ecule, C(17)H(19)NO(5), was prepared by a Hantzsch dihydro­pyridine synthesis from 4-hy­droxy­benzaldehyde, methyl acetoacetate and NH(4)HCO(3). In the mol­ecular structure of the title compound, the dihydro­pyridine ring adopts a flattened boat conformation and the plane of the base of the boat forms a dihedral angle of 80.8 (2)° with the aromatic six-membered ring. The packing is stabilized by strong inter­molecular N—H⋯O(carbon­yl), O(hydrox­y)—H⋯O(carbon­yl) and weak intra­molecular C—H⋯O hydrogen bonds.
format Online
Article
Text
id pubmed-3200733
institution National Center for Biotechnology Information
language English
publishDate 2011
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-32007332011-11-06 Dimethyl 4-(4-hy­droxy­phen­yl)-2,6-dimethyl-1,4-dihydro­pyridine-3,5-dicarboxyl­ate Zhang, Chun-Hua Zhao, Jing-Min Chen, Bao-Guo Acta Crystallogr Sect E Struct Rep Online Organic Papers The title mol­ecule, C(17)H(19)NO(5), was prepared by a Hantzsch dihydro­pyridine synthesis from 4-hy­droxy­benzaldehyde, methyl acetoacetate and NH(4)HCO(3). In the mol­ecular structure of the title compound, the dihydro­pyridine ring adopts a flattened boat conformation and the plane of the base of the boat forms a dihedral angle of 80.8 (2)° with the aromatic six-membered ring. The packing is stabilized by strong inter­molecular N—H⋯O(carbon­yl), O(hydrox­y)—H⋯O(carbon­yl) and weak intra­molecular C—H⋯O hydrogen bonds. International Union of Crystallography 2011-08-17 /pmc/articles/PMC3200733/ /pubmed/22064645 http://dx.doi.org/10.1107/S1600536811032521 Text en © Zhang et al. 2011 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
Zhang, Chun-Hua
Zhao, Jing-Min
Chen, Bao-Guo
Dimethyl 4-(4-hy­droxy­phen­yl)-2,6-dimethyl-1,4-dihydro­pyridine-3,5-dicarboxyl­ate
title Dimethyl 4-(4-hy­droxy­phen­yl)-2,6-dimethyl-1,4-dihydro­pyridine-3,5-dicarboxyl­ate
title_full Dimethyl 4-(4-hy­droxy­phen­yl)-2,6-dimethyl-1,4-dihydro­pyridine-3,5-dicarboxyl­ate
title_fullStr Dimethyl 4-(4-hy­droxy­phen­yl)-2,6-dimethyl-1,4-dihydro­pyridine-3,5-dicarboxyl­ate
title_full_unstemmed Dimethyl 4-(4-hy­droxy­phen­yl)-2,6-dimethyl-1,4-dihydro­pyridine-3,5-dicarboxyl­ate
title_short Dimethyl 4-(4-hy­droxy­phen­yl)-2,6-dimethyl-1,4-dihydro­pyridine-3,5-dicarboxyl­ate
title_sort dimethyl 4-(4-hy­droxy­phen­yl)-2,6-dimethyl-1,4-dihydro­pyridine-3,5-dicarboxyl­ate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3200733/
https://www.ncbi.nlm.nih.gov/pubmed/22064645
http://dx.doi.org/10.1107/S1600536811032521
work_keys_str_mv AT zhangchunhua dimethyl44hydroxyphenyl26dimethyl14dihydropyridine35dicarboxylate
AT zhaojingmin dimethyl44hydroxyphenyl26dimethyl14dihydropyridine35dicarboxylate
AT chenbaoguo dimethyl44hydroxyphenyl26dimethyl14dihydropyridine35dicarboxylate

Ejemplares similares