Convenient Synthesis of N‐Terminal Tfm‐Dipeptides from Unprotected Enantiopure α‐Tfm‐Proline and α‐Tfm‐Alanine

Abstract

AbstractA convenient procedure for the synthesis of highly lipophilic dipeptide building blocks from enantiopure α‐trifluoromethyl α‐amino acids is reported. Coupling reactions at the C termini of the trifluoromethyl α‐amino acids were successfully performed with totally unprotected amino acids without formation of diketopiperazines. The synthesis of a tripeptide through a coupling reaction at the deactivated N‐terminal position was achieved. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)