Dimethyl 11,13-dimethyl-16-[1,2-bis-(methoxy-carbon-yl)ethen-yl]-12-oxo-16,17-dioxa-18-aza-hexa-cyclo-[7.5.1.1.1.1.0]octa-deca-2,7-diene-2,3-dicarboxyl-ate

Abstract

The title compound, C(27)H(29)NO(11), is a product of the tandem 'domino' Diels-Alder reaction. The mol-ecule comprises a fused hexa-cyclic system containing four five-membered rings (two dihydro-furan and two tetra-hydro-furan) in the usual envelope conformations and two six-membered rings (tetra-hydro-pyridinone and piperidine) adopting slightly flattened boat and chair conformations, respectively. The dispositions of the carboxyl-ate substituents relative to each other are determined by both steric reasons and inter-molecular C-H⋯O hydrogen bonding and attractive anti-parallel C=O⋯C=O inter-actions [C⋯O = 2.995 (2) Å].

Fig. 1.

Construction of bridged polyheterocyclic system using the tandem "domino" Diels–Alder reaction.

Fig. 2.

Molecular structure of I with the atom numbering scheme. Displacement ellipsoids are shown at the 50% probability level. H atoms are presented as a small spheres of arbitrary radius.