T. Hoeg-Jensen, M. Jakobsen, C. Olsen
Dec 16, 1991
Citations
0
Influential Citations
31
Citations
Journal
Tetrahedron Letters
Abstract
Endothiopeptides have been obtained by using PyBOP® promoted coupling between Fmoc-protected amino monothioacids and amino acid or peptide esters. The protected endothiopeptides (Fmoc-Gly-ψ(CSNH)-Phe-OEt, Fmoc-Tyr(But)-ψ(CSNH)-Gly-Gly-Phe-Leu-OBut and Fmoc-Gln(Trt)-ψ(CSNH)-Phe-OEt) were formed (55, 45 and 37% yield) in admixture with the corresponding oxopeptides, from which they were easily separated chromatographically. Preliminary racemisation studies indicate that products of high optical purity are obtained. The mechanism for endothiopeptide formation is briefly discussed.