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
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
收藏
页码:191 / 197
页数:7
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