Synthesis of peptidomimetics using a polymer-bound Boc-linker

被引：6

作者：

Redemann, T ^{[1
]}

Bandel, H ^{[1
]}

Jung, G ^{[1
]}

机构：

[1] Inst Organ Chem, D-72076 Tubingen, Germany

来源：

MOLECULAR DIVERSITY | 1998年 / 4卷 / 03期

关键词：

alpha-hydroxy-beta-amino-aldehyde; amino acid homologation; Boc-resin; 2-hydroxy-1,3-diamines; gamma-hydroxy-vinylsulfone; peptidomimetics;

D O I：

10.1023/A:1009698909575

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Boc-resin-bound alpha-hydroxy-beta-amino-aldehydes are accessible starting from N-terminally bound amino acid esters by using Dondoni's C-1-homologation reaction sequence. The conversion of these synthons to two different peptide mimetics - 2-hydroxy-1,3-ethyl-diamines and gamma-hydroxy-delta-amino-vinyl sulfones - has been investigated. The successful transfer of the complex alpha-amino acid homologation reaction sequence into solid-phase chemistry demonstrates the potentials of the Boc-resin for synthesis of peptidomimetics.

引用

页码：191 / 197

页数：7

共 32 条

[1] Covalent modification of the active site threonine of proteasomal beta subunits and the Escherichia coli homolog HslV by a new class of inhibitors [J].