Design and synthesis of novel scaffolds for drug discovery: Hybrids of beta-D-glucose with 1,2,3,4-tetrahydrobenzo[e][1,4]diazepin-5-one, the corresponding 1-oxazepine, and 2-and 4-pyridyldiazepines

[GRAPHICS] We describe the syntheses of novel tricyclic scaffolds that incorporate a f usion of a substituted pyranose ring with the seven-membered rings of 1,2,3 ,4 tetrahydrobenzo[e][1,4]diazepin-5-one and the corresponding oxazepine an d pyridyldiazepine to generate the benzodiazepines, and the related heteroc ycles. In each instance, the pyranose rings contain three protected hydroxy ls, suitable for selective derivatization.