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

The title compound, C(20)H(32)ClNO(3), was obtained via a tandem asymmetric Michael addition–elimination reaction of (5S)-3,4-dichloro-5-(l-menth­yloxy)furan-2(5H)-one and 4-methyl­piperidine in the presence of potassium fluoride. The furan­one ring is approximately planar [maximum atomic deviation...

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Detalles Bibliográficos
Autores principales: Wang, Xiao-Mei, Fu, Jian-Hua, Cai, Song-Liang, Wang, Zhao-Yang
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3051989/
https://www.ncbi.nlm.nih.gov/pubmed/21522408
http://dx.doi.org/10.1107/S1600536811005216
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author Wang, Xiao-Mei
Fu, Jian-Hua
Cai, Song-Liang
Wang, Zhao-Yang
author_facet Wang, Xiao-Mei
Fu, Jian-Hua
Cai, Song-Liang
Wang, Zhao-Yang
author_sort Wang, Xiao-Mei
collection PubMed
description The title compound, C(20)H(32)ClNO(3), was obtained via a tandem asymmetric Michael addition–elimination reaction of (5S)-3,4-dichloro-5-(l-menth­yloxy)furan-2(5H)-one and 4-methyl­piperidine in the presence of potassium fluoride. The furan­one ring is approximately planar [maximum atomic deviation = 0.022 (2) Å] while the cyclo­hexane ring adopts a chair conformation. Weak inter­molecular C—H⋯O hydrogen bonding is present in the crystal structure.
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spelling pubmed-30519892011-04-26 (5S)-3-Chloro-5-[(1R,2S,5R)-2-isopropyl-5-methyl­cyclo­hex­yloxy]-4-(4-methyl­piperidin-1-yl)furan-2(5H)-one Wang, Xiao-Mei Fu, Jian-Hua Cai, Song-Liang Wang, Zhao-Yang Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(20)H(32)ClNO(3), was obtained via a tandem asymmetric Michael addition–elimination reaction of (5S)-3,4-dichloro-5-(l-menth­yloxy)furan-2(5H)-one and 4-methyl­piperidine in the presence of potassium fluoride. The furan­one ring is approximately planar [maximum atomic deviation = 0.022 (2) Å] while the cyclo­hexane ring adopts a chair conformation. Weak inter­molecular C—H⋯O hydrogen bonding is present in the crystal structure. International Union of Crystallography 2011-02-19 /pmc/articles/PMC3051989/ /pubmed/21522408 http://dx.doi.org/10.1107/S1600536811005216 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, Xiao-Mei
Fu, Jian-Hua
Cai, Song-Liang
Wang, Zhao-Yang
(5S)-3-Chloro-5-[(1R,2S,5R)-2-isopropyl-5-methyl­cyclo­hex­yloxy]-4-(4-methyl­piperidin-1-yl)furan-2(5H)-one
title (5S)-3-Chloro-5-[(1R,2S,5R)-2-isopropyl-5-methyl­cyclo­hex­yloxy]-4-(4-methyl­piperidin-1-yl)furan-2(5H)-one
title_full (5S)-3-Chloro-5-[(1R,2S,5R)-2-isopropyl-5-methyl­cyclo­hex­yloxy]-4-(4-methyl­piperidin-1-yl)furan-2(5H)-one
title_fullStr (5S)-3-Chloro-5-[(1R,2S,5R)-2-isopropyl-5-methyl­cyclo­hex­yloxy]-4-(4-methyl­piperidin-1-yl)furan-2(5H)-one
title_full_unstemmed (5S)-3-Chloro-5-[(1R,2S,5R)-2-isopropyl-5-methyl­cyclo­hex­yloxy]-4-(4-methyl­piperidin-1-yl)furan-2(5H)-one
title_short (5S)-3-Chloro-5-[(1R,2S,5R)-2-isopropyl-5-methyl­cyclo­hex­yloxy]-4-(4-methyl­piperidin-1-yl)furan-2(5H)-one
title_sort (5s)-3-chloro-5-[(1r,2s,5r)-2-isopropyl-5-methyl­cyclo­hex­yloxy]-4-(4-methyl­piperidin-1-yl)furan-2(5h)-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3051989/
https://www.ncbi.nlm.nih.gov/pubmed/21522408
http://dx.doi.org/10.1107/S1600536811005216
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