A simple approach for the synthesis of new classes of dithiocarbamate-linked peptidomimetics

An efficient protocol for the synthesis of a new series of dithiocarbamate-linked peptidomimetics is described. The in situ-generated dithiocarbamic acid intermediate formed by the reaction of an amino acid ester and carbon disulfide in the presence of triethylamine was treated with N-protected amino alkyl iodide to afford title compounds in good to moderate yields. The protocol was also extended to synthesize dithiocarbamate-linked tripeptidomimetics, N,N′-orthogonally protected dipeptidomimetics as well.