Macrocyclic Pseudopeptides Having Proline or Pipecolic Acid Residues. Efficient Synthesis via Ugi‐Click Strategy

Efficient synthesis of 12–28 membered 1,2,3‐triazole containing macrocyclic peptidomimetics having proline or pipecolic acid residue in the structure was elaborated using Ugi‐Click‐strategy. The corresponding linear peptidomimetics prepared via Ugi reaction were isolated in up to 86 % yield. Ring closure by CuAAC was investigated to reveal the influence of the structure of Ugi products on the course of the click‐macrocyclization. Possibility of the synthesis either monomeric (12‐ and 13‐membered) or dimeric (24‐, 26‐ and 28‐membered) macrocycles in up to 98 % yield by proposed approach was demonstrated.