An efficient one-pot access to trithiocarbonate-tethered peptidomimetics

A simple protocol for the synthesis of a new class of trithiocarbonate-linked peptidomimetics and neoglycosylated amino acids is described. N-Protected amino alkyl thiols were treated with CS₂ in the presence of triethylamine (TEA) to generate trithiocarbonate salt, which upon reaction with appropriate halides afforded dipeptidomimetics in good yields. Further, the procedure was also extended for the synthesis of N,N′-orthogonally protected trithiocarbonate-linked dipeptidomimetics.