(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

Abstract

The title compound, C<inf>33</inf>H<inf>29</inf>N<inf>3</inf>O<inf>5</inf>, was synthesized by the reaction of racemic trans-2-benzyl-3-(2-fur-yl)-1-oxo-1, 2,3,4-tetra-hydro-isoquinoline-4-carboxylic acid, l-tryptophan methyl ester and diisopropylcarbodiimide in dry dichloro-methane. The furan ring is disordered over two positions in a 0.859 (14):0.141 (14) ratio. In the 1,2,3,4-tetra-hydro- iso-quin-oline ring system, the heterocyclic ring is not planar, with puckering parameters Q<inf>T</inf> = 0.448 (2) Å, = 64.9 (3) and = 268.3 (3)°. The crystal is extended into a three-dimensional supra-molecular architecture through inter-molecular N - H⋯O hydrogen bonds and C - H⋯π inter-actions. The absolute structure was assigned by reference to the chiral starting material.