Novel and general method for the preparation of peptidyl argininals

Article abstract of DOI:10.1016/0040-4039(96)00777-0

A general method for the synthesis of peptidyl argininals was developed which utilizes the novel building block N(g)-nitro-L-argininal ethyl aminal·HCl. The final aldehyde structure is generated by hydrolysis of the peptidic aminal moiety and can be applied to highly functionalized peptidic structures. The method is amenable to the preparation of large quantities of enantiomerically pure peptidyl argininals and was applied to the synthesis of two potent thrombin inhibitors.