(S)-3-Chloro-4-(4-ethyl­piperazin-1-yl)-5-[(1R,2S,5R)-2-isopropyl-5-methyl­cyclo­hex­yloxy]furan-2(5H)-one

The title compound, C(20)H(33)ClN(2)O(3), was obtained via a tandem asymmetric Michael addition–elimination reaction of 3,4-dichloro-5-(S)-(l-menth­yloxy)furan-2(5H)-one and 1-ethyl­piperazine in the presence of potassium fluoride. The mol­ecular structure contains an approximately planar five-membe...

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Detalles Bibliográficos
Autores principales: Fu, Jian-Hua, Wang, Zhao-Yang, Yang, Kai, Mao, Chao-Xu
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3007345/
https://www.ncbi.nlm.nih.gov/pubmed/21588333
http://dx.doi.org/10.1107/S1600536810026929
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author Fu, Jian-Hua
Wang, Zhao-Yang
Yang, Kai
Mao, Chao-Xu
author_facet Fu, Jian-Hua
Wang, Zhao-Yang
Yang, Kai
Mao, Chao-Xu
author_sort Fu, Jian-Hua
collection PubMed
description The title compound, C(20)H(33)ClN(2)O(3), was obtained via a tandem asymmetric Michael addition–elimination reaction of 3,4-dichloro-5-(S)-(l-menth­yloxy)furan-2(5H)-one and 1-ethyl­piperazine in the presence of potassium fluoride. The mol­ecular structure contains an approximately planar five-membered furan­one ring [maximum atomic deviation = 0.024 (2) Å] and two six-membered rings adopting chair conformations. Weak inter­molecular C—H⋯O hydrogen bonding is present in the crystal structure.
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spelling pubmed-30073452010-12-30 (S)-3-Chloro-4-(4-ethyl­piperazin-1-yl)-5-[(1R,2S,5R)-2-isopropyl-5-methyl­cyclo­hex­yloxy]furan-2(5H)-one Fu, Jian-Hua Wang, Zhao-Yang Yang, Kai Mao, Chao-Xu Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(20)H(33)ClN(2)O(3), was obtained via a tandem asymmetric Michael addition–elimination reaction of 3,4-dichloro-5-(S)-(l-menth­yloxy)furan-2(5H)-one and 1-ethyl­piperazine in the presence of potassium fluoride. The mol­ecular structure contains an approximately planar five-membered furan­one ring [maximum atomic deviation = 0.024 (2) Å] and two six-membered rings adopting chair conformations. Weak inter­molecular C—H⋯O hydrogen bonding is present in the crystal structure. International Union of Crystallography 2010-07-14 /pmc/articles/PMC3007345/ /pubmed/21588333 http://dx.doi.org/10.1107/S1600536810026929 Text en © Fu et al. 2010 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
Fu, Jian-Hua
Wang, Zhao-Yang
Yang, Kai
Mao, Chao-Xu
(S)-3-Chloro-4-(4-ethyl­piperazin-1-yl)-5-[(1R,2S,5R)-2-isopropyl-5-methyl­cyclo­hex­yloxy]furan-2(5H)-one
title (S)-3-Chloro-4-(4-ethyl­piperazin-1-yl)-5-[(1R,2S,5R)-2-isopropyl-5-methyl­cyclo­hex­yloxy]furan-2(5H)-one
title_full (S)-3-Chloro-4-(4-ethyl­piperazin-1-yl)-5-[(1R,2S,5R)-2-isopropyl-5-methyl­cyclo­hex­yloxy]furan-2(5H)-one
title_fullStr (S)-3-Chloro-4-(4-ethyl­piperazin-1-yl)-5-[(1R,2S,5R)-2-isopropyl-5-methyl­cyclo­hex­yloxy]furan-2(5H)-one
title_full_unstemmed (S)-3-Chloro-4-(4-ethyl­piperazin-1-yl)-5-[(1R,2S,5R)-2-isopropyl-5-methyl­cyclo­hex­yloxy]furan-2(5H)-one
title_short (S)-3-Chloro-4-(4-ethyl­piperazin-1-yl)-5-[(1R,2S,5R)-2-isopropyl-5-methyl­cyclo­hex­yloxy]furan-2(5H)-one
title_sort (s)-3-chloro-4-(4-ethyl­piperazin-1-yl)-5-[(1r,2s,5r)-2-isopropyl-5-methyl­cyclo­hex­yloxy]furan-2(5h)-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3007345/
https://www.ncbi.nlm.nih.gov/pubmed/21588333
http://dx.doi.org/10.1107/S1600536810026929
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