221449-10-1Relevant articles and documents
Alkoxide-catalyzed ring-opening of a novel homosaccharin derivative: Synthesis of potent, selective P3-lactam thrombin inhibitors containing P4- o-alkoxycarbonylbenzylsulfonamide residues
Owens, Timothy D.,Semple, J. Edward
, p. 3683 - 3688 (2007/10/03)
A series of lactam derivatives 1b-g featuring P4-o- alkoxycarbonylbenzylsulfonamide residues along with the potential P4- homosaccharin prodrug candidate 1h was prepared in order to probe the thrombin S3 specificity pocket. The synthesis and alkoxide-catalyzed ring opening of the novel homosaccharin intermediate 7 followed by subsequent elaboration delivered the targets 1b-h which were potent and selective thrombin inhibitors. The design, synthesis, and biological activity of these targets will be presented.
