6,7,8,9-tetrahydro-3-hydroxy-1H-1-benzazepine-2,5-diones via a diels-alder reaction:antagonists with a non-planar hydrophobic region for NMDA receptor glycine sites

Benzazepines 10a, 10b and 12 were prepared via a Diels-Alder reaction of dienes 5a and 5b with 6 followed by a Schmidt reaction on 9a, 9b and 11 then demethylation. The potencies of 10b and 12 for NMDA receptor glycine sites demonstrate binding site tolerance to antagonists with a non-planar hydrophobic region.