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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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Detalles Bibliográficos
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
Descripción
Sumario: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]