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trans-rac-[1-Oxo-2-phenethyl-3-(2-thien­yl)-1,2,3,4-tetra­hydro­isoquinolin-4-yl]methyl 4-methyl­benzene­sulfonate

The title compound, C(29)H(27)NO(4)S(2), was synthesized by reaction of trans-rac-4-(hydroxy­meth­yl)-2-phenethyl-3-(thio­phen-2-yl)-3,4-dihydro­isoquinolin-1(2H)-one and 4-methyl­benzene-1-sulfonyl chloride in the presence of Et(3)N in CH(2)Cl(2). The relative orientations of the benzene ring (A) o...

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Autores principales: Akkurt, Mehmet, Öztürk Yıldırım, Sema, Bogdanov, Milen G., Kandinska, Meglena I., Büyükgüngör, Orhan
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2959401/
https://www.ncbi.nlm.nih.gov/pubmed/21201159
http://dx.doi.org/10.1107/S1600536808029309
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author Akkurt, Mehmet
Öztürk Yıldırım, Sema
Bogdanov, Milen G.
Kandinska, Meglena I.
Büyükgüngör, Orhan
author_facet Akkurt, Mehmet
Öztürk Yıldırım, Sema
Bogdanov, Milen G.
Kandinska, Meglena I.
Büyükgüngör, Orhan
author_sort Akkurt, Mehmet
collection PubMed
description The title compound, C(29)H(27)NO(4)S(2), was synthesized by reaction of trans-rac-4-(hydroxy­meth­yl)-2-phenethyl-3-(thio­phen-2-yl)-3,4-dihydro­isoquinolin-1(2H)-one and 4-methyl­benzene-1-sulfonyl chloride in the presence of Et(3)N in CH(2)Cl(2). The relative orientations of the benzene ring (A) of the 3,4-dihydro­isoquinolinone ring system, the thio­phene ring (B), the benzene ring (C) of the methyl­benzene group and the phenyl ring (D) result in the following dihedral angles: A/B = 80.91 (16), A/C = 22.79 (18), A/D = 9.9 (2), B/C = 80.73 (19), B/D = 88.9 (2) and C/D = 29.9 (2)°. The crystal structure is stabilized by weak inter­molecular C—H⋯O hydrogen bonds and C—H⋯π inter­actions.
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spelling pubmed-29594012010-12-30 trans-rac-[1-Oxo-2-phenethyl-3-(2-thien­yl)-1,2,3,4-tetra­hydro­isoquinolin-4-yl]methyl 4-methyl­benzene­sulfonate Akkurt, Mehmet Öztürk Yıldırım, Sema Bogdanov, Milen G. Kandinska, Meglena I. Büyükgüngör, Orhan Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(29)H(27)NO(4)S(2), was synthesized by reaction of trans-rac-4-(hydroxy­meth­yl)-2-phenethyl-3-(thio­phen-2-yl)-3,4-dihydro­isoquinolin-1(2H)-one and 4-methyl­benzene-1-sulfonyl chloride in the presence of Et(3)N in CH(2)Cl(2). The relative orientations of the benzene ring (A) of the 3,4-dihydro­isoquinolinone ring system, the thio­phene ring (B), the benzene ring (C) of the methyl­benzene group and the phenyl ring (D) result in the following dihedral angles: A/B = 80.91 (16), A/C = 22.79 (18), A/D = 9.9 (2), B/C = 80.73 (19), B/D = 88.9 (2) and C/D = 29.9 (2)°. The crystal structure is stabilized by weak inter­molecular C—H⋯O hydrogen bonds and C—H⋯π inter­actions. International Union of Crystallography 2008-09-17 /pmc/articles/PMC2959401/ /pubmed/21201159 http://dx.doi.org/10.1107/S1600536808029309 Text en © Akkurt 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
Akkurt, Mehmet
Öztürk Yıldırım, Sema
Bogdanov, Milen G.
Kandinska, Meglena I.
Büyükgüngör, Orhan
trans-rac-[1-Oxo-2-phenethyl-3-(2-thien­yl)-1,2,3,4-tetra­hydro­isoquinolin-4-yl]methyl 4-methyl­benzene­sulfonate
title trans-rac-[1-Oxo-2-phenethyl-3-(2-thien­yl)-1,2,3,4-tetra­hydro­isoquinolin-4-yl]methyl 4-methyl­benzene­sulfonate
title_full trans-rac-[1-Oxo-2-phenethyl-3-(2-thien­yl)-1,2,3,4-tetra­hydro­isoquinolin-4-yl]methyl 4-methyl­benzene­sulfonate
title_fullStr trans-rac-[1-Oxo-2-phenethyl-3-(2-thien­yl)-1,2,3,4-tetra­hydro­isoquinolin-4-yl]methyl 4-methyl­benzene­sulfonate
title_full_unstemmed trans-rac-[1-Oxo-2-phenethyl-3-(2-thien­yl)-1,2,3,4-tetra­hydro­isoquinolin-4-yl]methyl 4-methyl­benzene­sulfonate
title_short trans-rac-[1-Oxo-2-phenethyl-3-(2-thien­yl)-1,2,3,4-tetra­hydro­isoquinolin-4-yl]methyl 4-methyl­benzene­sulfonate
title_sort trans-rac-[1-oxo-2-phenethyl-3-(2-thien­yl)-1,2,3,4-tetra­hydro­isoquinolin-4-yl]methyl 4-methyl­benzene­sulfonate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2959401/
https://www.ncbi.nlm.nih.gov/pubmed/21201159
http://dx.doi.org/10.1107/S1600536808029309
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