Synthesis of the novel trimeric benzamides—potential inhibitors of protein–protein interactions

Abstract

The synthesis of the family of new non-natural trimeric oligobenzamides (potential inhibitors of protein–protein interactions) bearing the following groups (R = isobutyl, isopropyl, CH₂CONH₂, (CH₂)₄NH₂, benzyl) that mimic different amino acid residues (leucine, valine, asparagine, lysine, phenylalanine) was accomplished through an iterative (n + 1) elongation approach that includes reduction of the NO₂-group (Pd/C, H₂) and subsequent amide coupling in the presence of Mukaiyama's reagent.