Cargando…

(4S,5R)-4-Benz­yloxy-5-[4-(cyclo­hexa­ne­carbon­yl)phen­yl]-1-(4-meth­oxy­benz­yl)pyrrolidin-2-one

The title compound, C(32)H(35)NO(4), is an unexpected product obtained in the SmI(2)-mediated radical cross-coupling of a lactam 2-pyridyl sulfone with an arone. The asymmetric unit contains two mol­ecules. In both mol­ecules, the core pyrrolidinone ring adopts an approximate envelope conformation (...

Descripción completa

Detalles Bibliográficos
Autores principales: Gao, Yan-Jiao, Ma, Jie, Zheng, Xiao
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3998611/
https://www.ncbi.nlm.nih.gov/pubmed/24826132
http://dx.doi.org/10.1107/S1600536814003638
_version_ 1782313399364878336
author Gao, Yan-Jiao
Ma, Jie
Zheng, Xiao
author_facet Gao, Yan-Jiao
Ma, Jie
Zheng, Xiao
author_sort Gao, Yan-Jiao
collection PubMed
description The title compound, C(32)H(35)NO(4), is an unexpected product obtained in the SmI(2)-mediated radical cross-coupling of a lactam 2-pyridyl sulfone with an arone. The asymmetric unit contains two mol­ecules. In both mol­ecules, the core pyrrolidinone ring adopts an approximate envelope conformation (with the C atom bearling the benzyloxy substituent as the flap) and the cyclo­hexyl ring has a chair conformation. The relative orientation of the two substitutent groups at the 4- and 5-positions of the pyrrolidinone ring is anti in both mol­ecules, with O(benz­yloxy)—C—C—C(benzene) torsion angles of 150.8 (3) and 154.2 (2)°. In the crystal, C—H⋯O inter­actions involving carbonyl groups as acceptors lead to the formation of a tape motif propagating parallel to the a-axis direction.
format Online
Article
Text
id pubmed-3998611
institution National Center for Biotechnology Information
language English
publishDate 2014
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-39986112014-05-13 (4S,5R)-4-Benz­yloxy-5-[4-(cyclo­hexa­ne­carbon­yl)phen­yl]-1-(4-meth­oxy­benz­yl)pyrrolidin-2-one Gao, Yan-Jiao Ma, Jie Zheng, Xiao Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(32)H(35)NO(4), is an unexpected product obtained in the SmI(2)-mediated radical cross-coupling of a lactam 2-pyridyl sulfone with an arone. The asymmetric unit contains two mol­ecules. In both mol­ecules, the core pyrrolidinone ring adopts an approximate envelope conformation (with the C atom bearling the benzyloxy substituent as the flap) and the cyclo­hexyl ring has a chair conformation. The relative orientation of the two substitutent groups at the 4- and 5-positions of the pyrrolidinone ring is anti in both mol­ecules, with O(benz­yloxy)—C—C—C(benzene) torsion angles of 150.8 (3) and 154.2 (2)°. In the crystal, C—H⋯O inter­actions involving carbonyl groups as acceptors lead to the formation of a tape motif propagating parallel to the a-axis direction. International Union of Crystallography 2014-03-12 /pmc/articles/PMC3998611/ /pubmed/24826132 http://dx.doi.org/10.1107/S1600536814003638 Text en © Gao et al. 2014 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
Gao, Yan-Jiao
Ma, Jie
Zheng, Xiao
(4S,5R)-4-Benz­yloxy-5-[4-(cyclo­hexa­ne­carbon­yl)phen­yl]-1-(4-meth­oxy­benz­yl)pyrrolidin-2-one
title (4S,5R)-4-Benz­yloxy-5-[4-(cyclo­hexa­ne­carbon­yl)phen­yl]-1-(4-meth­oxy­benz­yl)pyrrolidin-2-one
title_full (4S,5R)-4-Benz­yloxy-5-[4-(cyclo­hexa­ne­carbon­yl)phen­yl]-1-(4-meth­oxy­benz­yl)pyrrolidin-2-one
title_fullStr (4S,5R)-4-Benz­yloxy-5-[4-(cyclo­hexa­ne­carbon­yl)phen­yl]-1-(4-meth­oxy­benz­yl)pyrrolidin-2-one
title_full_unstemmed (4S,5R)-4-Benz­yloxy-5-[4-(cyclo­hexa­ne­carbon­yl)phen­yl]-1-(4-meth­oxy­benz­yl)pyrrolidin-2-one
title_short (4S,5R)-4-Benz­yloxy-5-[4-(cyclo­hexa­ne­carbon­yl)phen­yl]-1-(4-meth­oxy­benz­yl)pyrrolidin-2-one
title_sort (4s,5r)-4-benz­yloxy-5-[4-(cyclo­hexa­ne­carbon­yl)phen­yl]-1-(4-meth­oxy­benz­yl)pyrrolidin-2-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3998611/
https://www.ncbi.nlm.nih.gov/pubmed/24826132
http://dx.doi.org/10.1107/S1600536814003638
work_keys_str_mv AT gaoyanjiao 4s5r4benzyloxy54cyclohexanecarbonylphenyl14methoxybenzylpyrrolidin2one
AT majie 4s5r4benzyloxy54cyclohexanecarbonylphenyl14methoxybenzylpyrrolidin2one
AT zhengxiao 4s5r4benzyloxy54cyclohexanecarbonylphenyl14methoxybenzylpyrrolidin2one