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Ethyl 3,4-bis­(acet­yloxy)-2-(4-meth­oxy­phen­yl)pyrrol­idine-1-carboxyl­ate

The title pyrrolidine compound, C(18)H(23)NO(7), is a tetra-substituted species in which the five-membered ring has a twisted conformation with the twist occurring in the C—C bond bearing the adjacent acet­yloxy substituents; the C(m)—C(a)—C(a)—C(p) torsion angle is −40.76 (18)° [m = methyl­ene, a =...

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Autores principales: Dallasta Pedroso, Sofia, Caracelli, Ignez, Zukerman-Schpector, Julio, Soto-Monsalve, Monica, De Almeida Santos, Regina H., Correia, Carlos Roque D., Llanes Garcia, Ariel L., Tiekink, Edward R. T.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9462159/
https://www.ncbi.nlm.nih.gov/pubmed/36339024
http://dx.doi.org/10.1107/S2414314620012286
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author Dallasta Pedroso, Sofia
Caracelli, Ignez
Zukerman-Schpector, Julio
Soto-Monsalve, Monica
De Almeida Santos, Regina H.
Correia, Carlos Roque D.
Llanes Garcia, Ariel L.
Tiekink, Edward R. T.
author_facet Dallasta Pedroso, Sofia
Caracelli, Ignez
Zukerman-Schpector, Julio
Soto-Monsalve, Monica
De Almeida Santos, Regina H.
Correia, Carlos Roque D.
Llanes Garcia, Ariel L.
Tiekink, Edward R. T.
author_sort Dallasta Pedroso, Sofia
collection PubMed
description The title pyrrolidine compound, C(18)H(23)NO(7), is a tetra-substituted species in which the five-membered ring has a twisted conformation with the twist occurring in the C—C bond bearing the adjacent acet­yloxy substituents; the C(m)—C(a)—C(a)—C(p) torsion angle is −40.76 (18)° [m = methyl­ene, a = acet­yloxy and p = phen­yl]. The N atom, which is sp (2)-hybridized [sum of bond angles = 359.4°], bears an ethyl­carboxyl­ate substitutent and is connected to a methyl­ene-C atom on one side and a carbon atom bearing a 4-meth­oxy­phenyl group on the other side. Minor disorder is noted in the ethyl­carboxyl­ate substituent as well as in one of the acet­yloxy groups; the major components of the disorder have site occupancies of 0.729 (9) and 0.62 (3), respectively. The most notable feature of the mol­ecular packing is the formation of helical, supra­molecular chains aligned along the b-axis direction whereby the carbonyl-O atom not involved in a disordered residue accepts C—H⋯O inter­actions from methyl­ene-H and two-C atom separated methine-H atoms to form a six-membered {⋯HCCCH⋯O} synthon. [Image: see text]
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spelling pubmed-94621592022-11-04 Ethyl 3,4-bis­(acet­yloxy)-2-(4-meth­oxy­phen­yl)pyrrol­idine-1-carboxyl­ate Dallasta Pedroso, Sofia Caracelli, Ignez Zukerman-Schpector, Julio Soto-Monsalve, Monica De Almeida Santos, Regina H. Correia, Carlos Roque D. Llanes Garcia, Ariel L. Tiekink, Edward R. T. IUCrdata Data Reports The title pyrrolidine compound, C(18)H(23)NO(7), is a tetra-substituted species in which the five-membered ring has a twisted conformation with the twist occurring in the C—C bond bearing the adjacent acet­yloxy substituents; the C(m)—C(a)—C(a)—C(p) torsion angle is −40.76 (18)° [m = methyl­ene, a = acet­yloxy and p = phen­yl]. The N atom, which is sp (2)-hybridized [sum of bond angles = 359.4°], bears an ethyl­carboxyl­ate substitutent and is connected to a methyl­ene-C atom on one side and a carbon atom bearing a 4-meth­oxy­phenyl group on the other side. Minor disorder is noted in the ethyl­carboxyl­ate substituent as well as in one of the acet­yloxy groups; the major components of the disorder have site occupancies of 0.729 (9) and 0.62 (3), respectively. The most notable feature of the mol­ecular packing is the formation of helical, supra­molecular chains aligned along the b-axis direction whereby the carbonyl-O atom not involved in a disordered residue accepts C—H⋯O inter­actions from methyl­ene-H and two-C atom separated methine-H atoms to form a six-membered {⋯HCCCH⋯O} synthon. [Image: see text] International Union of Crystallography 2020-10-30 /pmc/articles/PMC9462159/ /pubmed/36339024 http://dx.doi.org/10.1107/S2414314620012286 Text en © Dallasta Pedroso et al. 2020 https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Data Reports
Dallasta Pedroso, Sofia
Caracelli, Ignez
Zukerman-Schpector, Julio
Soto-Monsalve, Monica
De Almeida Santos, Regina H.
Correia, Carlos Roque D.
Llanes Garcia, Ariel L.
Tiekink, Edward R. T.
Ethyl 3,4-bis­(acet­yloxy)-2-(4-meth­oxy­phen­yl)pyrrol­idine-1-carboxyl­ate
title Ethyl 3,4-bis­(acet­yloxy)-2-(4-meth­oxy­phen­yl)pyrrol­idine-1-carboxyl­ate
title_full Ethyl 3,4-bis­(acet­yloxy)-2-(4-meth­oxy­phen­yl)pyrrol­idine-1-carboxyl­ate
title_fullStr Ethyl 3,4-bis­(acet­yloxy)-2-(4-meth­oxy­phen­yl)pyrrol­idine-1-carboxyl­ate
title_full_unstemmed Ethyl 3,4-bis­(acet­yloxy)-2-(4-meth­oxy­phen­yl)pyrrol­idine-1-carboxyl­ate
title_short Ethyl 3,4-bis­(acet­yloxy)-2-(4-meth­oxy­phen­yl)pyrrol­idine-1-carboxyl­ate
title_sort ethyl 3,4-bis­(acet­yloxy)-2-(4-meth­oxy­phen­yl)pyrrol­idine-1-carboxyl­ate
topic Data Reports
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9462159/
https://www.ncbi.nlm.nih.gov/pubmed/36339024
http://dx.doi.org/10.1107/S2414314620012286
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