Synthesis of conformationally-restricted boropeptide thrombin inhibitors

Abstract A series of boropeptide thrombin inhibitors was prepared in which the P3 residues of 2 (Ac-( D )-Phe-Pro-boroLys-OH · HCl) and 3 (3-Phenylpropionyl-Pro-boroLys-OH · HCl) were replaced by conformationally-restricted, benzoic acid-derived residues 4 . The potent binding affinity of the resulting inhibitors such as 10 may be due in part to a unique mode of binding in the thrombin active site.