rac-syn-Diethyl 2-hy­droxy-4-oxo-1-phenyl­cyclo­hexane-1,2-dicarboxyl­ate

The title compound, C(18)H(22)O(6), was obtained by the domino oxa–Michael–aldol (DOMA) reaction and has the cyclo­hexa­none ring in a chair conformation with intra-annular torsion angles in the range 49.9 (2)–58.9 (2)°. The two eth­oxy­carbonyl substituents on the cyclo­hexa­none ring adopt a syn c...

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Detalles Bibliográficos
Autores principales: Wang, Ya-Jun, Ni, Sheng-Liang, Meng, Yue
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/PMC3247381/
https://www.ncbi.nlm.nih.gov/pubmed/22219999
http://dx.doi.org/10.1107/S1600536811042048
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author Wang, Ya-Jun
Ni, Sheng-Liang
Meng, Yue
author_facet Wang, Ya-Jun
Ni, Sheng-Liang
Meng, Yue
author_sort Wang, Ya-Jun
collection PubMed
description The title compound, C(18)H(22)O(6), was obtained by the domino oxa–Michael–aldol (DOMA) reaction and has the cyclo­hexa­none ring in a chair conformation with intra-annular torsion angles in the range 49.9 (2)–58.9 (2)°. The two eth­oxy­carbonyl substituents on the cyclo­hexa­none ring adopt a syn configurations. In the crystal, the mol­ecules self-assemble through duplex inter­molecular hy­droxy–carbonyl O—H⋯O hydrogen bonds, giving centrosymmetric cyclic dimers [graph set R (2) (2)(12)] which inter-associate through weak C—H⋯O hydrogen-bonding inter­actions.
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spelling pubmed-32473812012-01-04 rac-syn-Diethyl 2-hy­droxy-4-oxo-1-phenyl­cyclo­hexane-1,2-dicarboxyl­ate Wang, Ya-Jun Ni, Sheng-Liang Meng, Yue Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(18)H(22)O(6), was obtained by the domino oxa–Michael–aldol (DOMA) reaction and has the cyclo­hexa­none ring in a chair conformation with intra-annular torsion angles in the range 49.9 (2)–58.9 (2)°. The two eth­oxy­carbonyl substituents on the cyclo­hexa­none ring adopt a syn configurations. In the crystal, the mol­ecules self-assemble through duplex inter­molecular hy­droxy–carbonyl O—H⋯O hydrogen bonds, giving centrosymmetric cyclic dimers [graph set R (2) (2)(12)] which inter-associate through weak C—H⋯O hydrogen-bonding inter­actions. International Union of Crystallography 2011-10-22 /pmc/articles/PMC3247381/ /pubmed/22219999 http://dx.doi.org/10.1107/S1600536811042048 Text en © Wang 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
Wang, Ya-Jun
Ni, Sheng-Liang
Meng, Yue
rac-syn-Diethyl 2-hy­droxy-4-oxo-1-phenyl­cyclo­hexane-1,2-dicarboxyl­ate
title rac-syn-Diethyl 2-hy­droxy-4-oxo-1-phenyl­cyclo­hexane-1,2-dicarboxyl­ate
title_full rac-syn-Diethyl 2-hy­droxy-4-oxo-1-phenyl­cyclo­hexane-1,2-dicarboxyl­ate
title_fullStr rac-syn-Diethyl 2-hy­droxy-4-oxo-1-phenyl­cyclo­hexane-1,2-dicarboxyl­ate
title_full_unstemmed rac-syn-Diethyl 2-hy­droxy-4-oxo-1-phenyl­cyclo­hexane-1,2-dicarboxyl­ate
title_short rac-syn-Diethyl 2-hy­droxy-4-oxo-1-phenyl­cyclo­hexane-1,2-dicarboxyl­ate
title_sort rac-syn-diethyl 2-hy­droxy-4-oxo-1-phenyl­cyclo­hexane-1,2-dicarboxyl­ate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3247381/
https://www.ncbi.nlm.nih.gov/pubmed/22219999
http://dx.doi.org/10.1107/S1600536811042048
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AT mengyue racsyndiethyl2hydroxy4oxo1phenylcyclohexane12dicarboxylate

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