(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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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2011
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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. |
format | Text |
id | pubmed-3051989 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2011 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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