Peptide synthesis under high pressure. Coupling reactions of N-(benzyloxdycarbonyl)amino acid N-hydroxysuccinimide esters with N-(carboxymethyl)amino acid diesters

Abstract

Coupling reactions of N-(benzyloxycarbony1)amino acid N-hydroxysuccinimide esters with N-(carboxymethy1)amino acid diesters are significantly accelerated by using high pressure (10 kbar).

Synthesis of Tripeptides Containing α,α-Diphenylglycine by the Modified Ugi Reaction

“…Takashi Yamada,* Yuichiro Omote, Yoshinori Yamanaka, Toshifumi Miyazawa, Shigeru Kuwata Previously we revealed that using high pressure conditions can effectively accelerate sluggish peptide-bond formation on sterically crowded substrates. 11 Hence, in this study the above reactions were also performed at high pressure, 0.9 GPa (9 kbar), using a stainless steel high pressure apparatus 4 . However, the yields at high pressure did not exceed those at atmospheric pressure (Table 1).…”