Synthesis of Tripeptide Mimetics Based on Dihydroquinolinone and Benzoxazinone Scaffolds

In the image: The design and synthesis of peptidomimetics that maintain the configuration of the triad Asp‐Thr‐Gly found in the catalytic site of the HIV‐1 protease (see scheme) are described. By using regioselective nitration and reductive lactamisation, the bicyclic mimetics were constructed in a simple fashion and further equipped with appropriate protecting groups suitable for application in solid‐phase peptide synthesis.