Synthesis of β-1 and β-2-adamantylaspartates and their evaluation for peptide synthesis

Abstract

β-1 and β-2-Adamantylaspartates, H-Asp(O-1-Ada)-OH and H-Asp(O-2-Ada)-OH respectively, were synthesized and their properties examined, showing their possible application in solid-phase peptide synthesis when used in combination with the fluoren-9-ylmethoxycarbonyl (Fmoc) group, as an N^α-protecting group; both these new protecting groups can suppress aspartimide formation as a side reaction under acidic and basic conditions.