Design and Synthesis of Novel Scaffolds for Drug Discovery:  Hybrids of β-<scp>d</scp>-Glucose with 1,2,3,4-Tetrahydrobenzo[<i>e</i>][1,4]diazepin-5-one, the Corresponding 1-Oxazepine, and 2- and 4-Pyridyldiazepines

Abstract

[structure: see text]. We describe the syntheses of novel tricyclic scaffolds that incorporate a fusion 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 and pyridyldiazepine to generate the benzodiazepines, and the related heterocycles. In each instance, the pyranose rings contain three protected hydroxyls, suitable for selective derivatization.