(3RS,4SR)-Methyl 4-(2-chloro-5,8-di­methoxy­quinolin-3-yl)-1-phenyl­pyrrolidine-3-carboxyl­ate

The mol­ecule of the title compound, C(23)H(23)ClN(2)O(4), contains a quinolyl unit linked to a functionalized pyrrolidine system with a 3,4-trans arrangement of the substituents. The unit cell contains two stereoisomers that have the absolute stereochemistry 3S,4R and 3R,4S. The pyrrolidine ring ad...

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Autores principales: Benzerka, Saida, Bouraiou, Abdelmalek, Bouacida, Sofiane, Rhouati, Salah, Belfaitah, Ali
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2959501/
https://www.ncbi.nlm.nih.gov/pubmed/21580954
http://dx.doi.org/10.1107/S1600536808031838
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author Benzerka, Saida
Bouraiou, Abdelmalek
Bouacida, Sofiane
Rhouati, Salah
Belfaitah, Ali
author_facet Benzerka, Saida
Bouraiou, Abdelmalek
Bouacida, Sofiane
Rhouati, Salah
Belfaitah, Ali
author_sort Benzerka, Saida
collection PubMed
description The mol­ecule of the title compound, C(23)H(23)ClN(2)O(4), contains a quinolyl unit linked to a functionalized pyrrolidine system with a 3,4-trans arrangement of the substituents. The unit cell contains two stereoisomers that have the absolute stereochemistry 3S,4R and 3R,4S. The pyrrolidine ring adopts a twist conformation with pseudo-rotation parameters P = 258.2 (3)° and τ(M) = 35.3 (1)°. The packing is stabilized by C—H⋯π inter­actions and offset π–π stacking (centroid-to-centroid distance = 3.849 Å, inter­planar distance = 3.293 Å and slippage = 1.994 Å) between phenyl rings, leading to a two-dimensional network.
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spelling pubmed-29595012010-12-30 (3RS,4SR)-Methyl 4-(2-chloro-5,8-di­methoxy­quinolin-3-yl)-1-phenyl­pyrrolidine-3-carboxyl­ate Benzerka, Saida Bouraiou, Abdelmalek Bouacida, Sofiane Rhouati, Salah Belfaitah, Ali Acta Crystallogr Sect E Struct Rep Online Organic Papers The mol­ecule of the title compound, C(23)H(23)ClN(2)O(4), contains a quinolyl unit linked to a functionalized pyrrolidine system with a 3,4-trans arrangement of the substituents. The unit cell contains two stereoisomers that have the absolute stereochemistry 3S,4R and 3R,4S. The pyrrolidine ring adopts a twist conformation with pseudo-rotation parameters P = 258.2 (3)° and τ(M) = 35.3 (1)°. The packing is stabilized by C—H⋯π inter­actions and offset π–π stacking (centroid-to-centroid distance = 3.849 Å, inter­planar distance = 3.293 Å and slippage = 1.994 Å) between phenyl rings, leading to a two-dimensional network. International Union of Crystallography 2008-10-09 /pmc/articles/PMC2959501/ /pubmed/21580954 http://dx.doi.org/10.1107/S1600536808031838 Text en © Benzerka et al. 2008 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
Benzerka, Saida
Bouraiou, Abdelmalek
Bouacida, Sofiane
Rhouati, Salah
Belfaitah, Ali
(3RS,4SR)-Methyl 4-(2-chloro-5,8-di­methoxy­quinolin-3-yl)-1-phenyl­pyrrolidine-3-carboxyl­ate
title (3RS,4SR)-Methyl 4-(2-chloro-5,8-di­methoxy­quinolin-3-yl)-1-phenyl­pyrrolidine-3-carboxyl­ate
title_full (3RS,4SR)-Methyl 4-(2-chloro-5,8-di­methoxy­quinolin-3-yl)-1-phenyl­pyrrolidine-3-carboxyl­ate
title_fullStr (3RS,4SR)-Methyl 4-(2-chloro-5,8-di­methoxy­quinolin-3-yl)-1-phenyl­pyrrolidine-3-carboxyl­ate
title_full_unstemmed (3RS,4SR)-Methyl 4-(2-chloro-5,8-di­methoxy­quinolin-3-yl)-1-phenyl­pyrrolidine-3-carboxyl­ate
title_short (3RS,4SR)-Methyl 4-(2-chloro-5,8-di­methoxy­quinolin-3-yl)-1-phenyl­pyrrolidine-3-carboxyl­ate
title_sort (3rs,4sr)-methyl 4-(2-chloro-5,8-di­methoxy­quinolin-3-yl)-1-phenyl­pyrrolidine-3-carboxyl­ate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2959501/
https://www.ncbi.nlm.nih.gov/pubmed/21580954
http://dx.doi.org/10.1107/S1600536808031838
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AT belfaitahali 3rs4srmethyl42chloro58dimethoxyquinolin3yl1phenylpyrrolidine3carboxylate

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