Cargando…

Ethyl (1R,1′S,2′S,7a’R)-2-oxo-1′-[(3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetra­methyl­tetra­hydro-3aH-bis­[1,3]dioxolo[4,5-b:4′,5′-d]pyran-5-yl]-1′,2′,5′,6′,7′,7a’-hexa­hydro-2H-spiro­[acenaphthyl­ene-1,3′-pyrrolizine]-2′-carboxyl­ate

In the title compound, C(32)H(37)NO(8), the central pyran ring adopts a twist-boat conformation and the 1,3-dioxoane rings adopt envelope conformations. The acenaphthyl­enone unit and two C atoms of a pyrrolidine ring are disordered over two sets of sites [occupancy ratio 0.669 (7):0.331 (7)]. The m...

Descripción completa

Detalles Bibliográficos
Autores principales: Jagadeesan, G., Sethusankar, K., Prasanna, R., Raghunathan, R.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3275060/
https://www.ncbi.nlm.nih.gov/pubmed/22347005
http://dx.doi.org/10.1107/S1600536811055760
_version_ 1782223166816387072
author Jagadeesan, G.
Sethusankar, K.
Prasanna, R.
Raghunathan, R.
author_facet Jagadeesan, G.
Sethusankar, K.
Prasanna, R.
Raghunathan, R.
author_sort Jagadeesan, G.
collection PubMed
description In the title compound, C(32)H(37)NO(8), the central pyran ring adopts a twist-boat conformation and the 1,3-dioxoane rings adopt envelope conformations. The acenaphthyl­enone unit and two C atoms of a pyrrolidine ring are disordered over two sets of sites [occupancy ratio 0.669 (7):0.331 (7)]. The major fraction of the disordered pyrrolidine ring exhibits an envelope conformation while the minor component is essentially planar [maximum deviation = 0.037 (12) Å]. The other pyrrolidine ring also adopts an envelope conformation. The dihedral angle between the mean planes of the two wings of the pyrrolidine ring is 30.6 (2)°. Both the major and minor components of the acenaphthyl­enone unit are essentially planar, the maximum deviations being 0.025 (10) and 0.047 (19) Å, respectively; the dihedral angle between the mean planes of the two components is 1.72 (3)°. The crystal packing features C—H⋯O inter­actions.
format Online
Article
Text
id pubmed-3275060
institution National Center for Biotechnology Information
language English
publishDate 2012
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-32750602012-02-15 Ethyl (1R,1′S,2′S,7a’R)-2-oxo-1′-[(3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetra­methyl­tetra­hydro-3aH-bis­[1,3]dioxolo[4,5-b:4′,5′-d]pyran-5-yl]-1′,2′,5′,6′,7′,7a’-hexa­hydro-2H-spiro­[acenaphthyl­ene-1,3′-pyrrolizine]-2′-carboxyl­ate Jagadeesan, G. Sethusankar, K. Prasanna, R. Raghunathan, R. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(32)H(37)NO(8), the central pyran ring adopts a twist-boat conformation and the 1,3-dioxoane rings adopt envelope conformations. The acenaphthyl­enone unit and two C atoms of a pyrrolidine ring are disordered over two sets of sites [occupancy ratio 0.669 (7):0.331 (7)]. The major fraction of the disordered pyrrolidine ring exhibits an envelope conformation while the minor component is essentially planar [maximum deviation = 0.037 (12) Å]. The other pyrrolidine ring also adopts an envelope conformation. The dihedral angle between the mean planes of the two wings of the pyrrolidine ring is 30.6 (2)°. Both the major and minor components of the acenaphthyl­enone unit are essentially planar, the maximum deviations being 0.025 (10) and 0.047 (19) Å, respectively; the dihedral angle between the mean planes of the two components is 1.72 (3)°. The crystal packing features C—H⋯O inter­actions. International Union of Crystallography 2012-01-14 /pmc/articles/PMC3275060/ /pubmed/22347005 http://dx.doi.org/10.1107/S1600536811055760 Text en © Jagadeesan et al. 2012 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
Jagadeesan, G.
Sethusankar, K.
Prasanna, R.
Raghunathan, R.
Ethyl (1R,1′S,2′S,7a’R)-2-oxo-1′-[(3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetra­methyl­tetra­hydro-3aH-bis­[1,3]dioxolo[4,5-b:4′,5′-d]pyran-5-yl]-1′,2′,5′,6′,7′,7a’-hexa­hydro-2H-spiro­[acenaphthyl­ene-1,3′-pyrrolizine]-2′-carboxyl­ate
title Ethyl (1R,1′S,2′S,7a’R)-2-oxo-1′-[(3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetra­methyl­tetra­hydro-3aH-bis­[1,3]dioxolo[4,5-b:4′,5′-d]pyran-5-yl]-1′,2′,5′,6′,7′,7a’-hexa­hydro-2H-spiro­[acenaphthyl­ene-1,3′-pyrrolizine]-2′-carboxyl­ate
title_full Ethyl (1R,1′S,2′S,7a’R)-2-oxo-1′-[(3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetra­methyl­tetra­hydro-3aH-bis­[1,3]dioxolo[4,5-b:4′,5′-d]pyran-5-yl]-1′,2′,5′,6′,7′,7a’-hexa­hydro-2H-spiro­[acenaphthyl­ene-1,3′-pyrrolizine]-2′-carboxyl­ate
title_fullStr Ethyl (1R,1′S,2′S,7a’R)-2-oxo-1′-[(3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetra­methyl­tetra­hydro-3aH-bis­[1,3]dioxolo[4,5-b:4′,5′-d]pyran-5-yl]-1′,2′,5′,6′,7′,7a’-hexa­hydro-2H-spiro­[acenaphthyl­ene-1,3′-pyrrolizine]-2′-carboxyl­ate
title_full_unstemmed Ethyl (1R,1′S,2′S,7a’R)-2-oxo-1′-[(3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetra­methyl­tetra­hydro-3aH-bis­[1,3]dioxolo[4,5-b:4′,5′-d]pyran-5-yl]-1′,2′,5′,6′,7′,7a’-hexa­hydro-2H-spiro­[acenaphthyl­ene-1,3′-pyrrolizine]-2′-carboxyl­ate
title_short Ethyl (1R,1′S,2′S,7a’R)-2-oxo-1′-[(3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetra­methyl­tetra­hydro-3aH-bis­[1,3]dioxolo[4,5-b:4′,5′-d]pyran-5-yl]-1′,2′,5′,6′,7′,7a’-hexa­hydro-2H-spiro­[acenaphthyl­ene-1,3′-pyrrolizine]-2′-carboxyl­ate
title_sort ethyl (1r,1′s,2′s,7a’r)-2-oxo-1′-[(3ar,5r,5as,8as,8br)-2,2,7,7-tetra­methyl­tetra­hydro-3ah-bis­[1,3]dioxolo[4,5-b:4′,5′-d]pyran-5-yl]-1′,2′,5′,6′,7′,7a’-hexa­hydro-2h-spiro­[acenaphthyl­ene-1,3′-pyrrolizine]-2′-carboxyl­ate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3275060/
https://www.ncbi.nlm.nih.gov/pubmed/22347005
http://dx.doi.org/10.1107/S1600536811055760
work_keys_str_mv AT jagadeesang ethyl1r1s2s7ar2oxo13ar5r5as8as8br2277tetramethyltetrahydro3ahbis13dioxolo45b45dpyran5yl125677ahexahydro2hspiroacenaphthylene13pyrrolizine2carboxylate
AT sethusankark ethyl1r1s2s7ar2oxo13ar5r5as8as8br2277tetramethyltetrahydro3ahbis13dioxolo45b45dpyran5yl125677ahexahydro2hspiroacenaphthylene13pyrrolizine2carboxylate
AT prasannar ethyl1r1s2s7ar2oxo13ar5r5as8as8br2277tetramethyltetrahydro3ahbis13dioxolo45b45dpyran5yl125677ahexahydro2hspiroacenaphthylene13pyrrolizine2carboxylate
AT raghunathanr ethyl1r1s2s7ar2oxo13ar5r5as8as8br2277tetramethyltetrahydro3ahbis13dioxolo45b45dpyran5yl125677ahexahydro2hspiroacenaphthylene13pyrrolizine2carboxylate