(S)-Methyl 2-[(3R,4R)-2-benzyl-3-(2-furyl)-1-oxo-1,2,3,4-tetrahydroisoquinoline-4-carboxamido]-3-(1H-indol-3-yl)propanoate

(S)-Methyl 2-[(3R,4R)-2-benzyl-3-(2-furyl)-1-oxo-1,2,3,4-tetrahydroisoquinoline-4-carboxamido]-3-(1H-indol-3-yl)propanoate

The title compound, C33H29N3O5, was synthesized by the reaction of racemic trans-2-benzyl-3-(2-furyl)-1-oxo-1,2,3,4-tetrahydroisoquinoline-4-carboxylic acid, l-tryptophan methyl ester and diisopropylcarbodiimide in dry dichloromethane. The furan ring is disordered over two positions in a 0.859&a...

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Main Authors: Zeliha Baktır, Mehmet Akkurt, Meglena I. Kandinska, Milen G. Bogdanov, Orhan Büyükgüngör
Format: Article
Language:English
Published: International Union of Crystallography 2009-07-01
Series:Acta Crystallographica Section E
Online Access:http://scripts.iucr.org/cgi-bin/paper?S160053680902025X
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spelling doaj-5df6d8441e89476c870b9c6c4db528012020-11-25T00:17:36ZengInternational Union of CrystallographyActa Crystallographica Section E1600-53682009-07-01657o1461o146210.1107/S160053680902025X(S)-Methyl 2-[(3R,4R)-2-benzyl-3-(2-furyl)-1-oxo-1,2,3,4-tetrahydroisoquinoline-4-carboxamido]-3-(1H-indol-3-yl)propanoateZeliha BaktırMehmet AkkurtMeglena I. KandinskaMilen G. BogdanovOrhan BüyükgüngörThe title compound, C33H29N3O5, was synthesized by the reaction of racemic trans-2-benzyl-3-(2-furyl)-1-oxo-1,2,3,4-tetrahydroisoquinoline-4-carboxylic acid, l-tryptophan methyl ester and diisopropylcarbodiimide in dry dichloromethane. The furan ring is disordered over two positions in a 0.859 (14):0.141 (14) ratio. In the 1,2,3,4-tetrahydroisoquinoline ring system, the heterocyclic ring is not planar, with puckering parameters QT = 0.448 (2) Å, θ = 64.9 (3) and ϕ = 268.3 (3)°. The crystal is extended into a three-dimensional supramolecular architecture through intermolecular N—H...O hydrogen bonds and C—H...π interactions. The absolute structure was assigned by reference to the chiral starting material. http://scripts.iucr.org/cgi-bin/paper?S160053680902025X
collection DOAJ
language English
format Article
sources DOAJ
author Zeliha Baktır
Mehmet Akkurt
Meglena I. Kandinska
Milen G. Bogdanov
Orhan Büyükgüngör
spellingShingle Zeliha Baktır
Mehmet Akkurt
Meglena I. Kandinska
Milen G. Bogdanov
Orhan Büyükgüngör
(S)-Methyl 2-[(3R,4R)-2-benzyl-3-(2-furyl)-1-oxo-1,2,3,4-tetrahydroisoquinoline-4-carboxamido]-3-(1H-indol-3-yl)propanoate
Acta Crystallographica Section E
author_facet Zeliha Baktır
Mehmet Akkurt
Meglena I. Kandinska
Milen G. Bogdanov
Orhan Büyükgüngör
author_sort Zeliha Baktır
title (S)-Methyl 2-[(3R,4R)-2-benzyl-3-(2-furyl)-1-oxo-1,2,3,4-tetrahydroisoquinoline-4-carboxamido]-3-(1H-indol-3-yl)propanoate
title_short (S)-Methyl 2-[(3R,4R)-2-benzyl-3-(2-furyl)-1-oxo-1,2,3,4-tetrahydroisoquinoline-4-carboxamido]-3-(1H-indol-3-yl)propanoate
title_full (S)-Methyl 2-[(3R,4R)-2-benzyl-3-(2-furyl)-1-oxo-1,2,3,4-tetrahydroisoquinoline-4-carboxamido]-3-(1H-indol-3-yl)propanoate
title_fullStr (S)-Methyl 2-[(3R,4R)-2-benzyl-3-(2-furyl)-1-oxo-1,2,3,4-tetrahydroisoquinoline-4-carboxamido]-3-(1H-indol-3-yl)propanoate
title_full_unstemmed (S)-Methyl 2-[(3R,4R)-2-benzyl-3-(2-furyl)-1-oxo-1,2,3,4-tetrahydroisoquinoline-4-carboxamido]-3-(1H-indol-3-yl)propanoate
title_sort (s)-methyl 2-[(3r,4r)-2-benzyl-3-(2-furyl)-1-oxo-1,2,3,4-tetrahydroisoquinoline-4-carboxamido]-3-(1h-indol-3-yl)propanoate
publisher International Union of Crystallography
series Acta Crystallographica Section E
issn 1600-5368
publishDate 2009-07-01
description The title compound, C33H29N3O5, was synthesized by the reaction of racemic trans-2-benzyl-3-(2-furyl)-1-oxo-1,2,3,4-tetrahydroisoquinoline-4-carboxylic acid, l-tryptophan methyl ester and diisopropylcarbodiimide in dry dichloromethane. The furan ring is disordered over two positions in a 0.859 (14):0.141 (14) ratio. In the 1,2,3,4-tetrahydroisoquinoline ring system, the heterocyclic ring is not planar, with puckering parameters QT = 0.448 (2) Å, θ = 64.9 (3) and ϕ = 268.3 (3)°. The crystal is extended into a three-dimensional supramolecular architecture through intermolecular N—H...O hydrogen bonds and C—H...π interactions. The absolute structure was assigned by reference to the chiral starting material.
url http://scripts.iucr.org/cgi-bin/paper?S160053680902025X
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