Convenient Synthesis of <i>N</i>‐Terminal Tfm‐Dipeptides from Unprotected Enantiopure α‐Tfm‐Proline and α‐Tfm‐Alanine

Abstract

Abstract A 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 &amp; Co. KGaA, 69451 Weinheim, Germany, 2009)