FORMATION OF PEPTIDE THIOAMIDES BY USE OF FMOC AMINO MONOTHIOACIDS AND PYBOP

被引：34

作者：

HOEGJENSEN, T ^{[1
]}

JAKOBSEN, MH ^{[1
]}

OLSEN, CE ^{[1
]}

HOLM, A ^{[1
]}

机构：

[1] UNIV COPENHAGEN,HC ORSTED INST,CHEM LAB 2,DK-2100 COPENHAGEN,DENMARK

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 51期

关键词：

D O I：

10.1016/0040-4039(91)80549-L

中图分类号：

O62 [有机化学];

学科分类号：

070303 [有机化学]; 081704 [应用化学];

摘要：

Endothiopeptides have been obtained by using PyBOP(R) promoted coupling between Fmoc-protected amino monothioacids and amino acid or peptide esters. The protected endothiopeptides (Fmoc-Gly-psi(CSNH)-Phe-OEt, Fmoc-Tyr(Bu(t))-psi(CSNH)-Gly-Gly-Phe-Leu-OBu(t) and (Fmoc-Gln(Trt)-psi(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.

引用

页码：7617 / 7620

页数：4

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