Design and Synthesis of Small Libraries of Peptidomimetics Based on a Thiazolidine Moiety

A short and general synthesis for the preparation of two series of conformationally constrained building block has been elaborated starting from amino acids. The intrinsic tendency of the dipeptide mimetic scaffold to induce β-turn formation was evaluated by computer methods. The results indicate that the diastereomers with the (R) configuration at the C-2 have high propensity to the type II β-turn formation.