EFFICIENT SYNTHESIS OF A PHOSPHINATE BIS-AMINO ACID AND ITS USE IN THE CONSTRUCTION OF AMPHIPHILIC PEPTIDES

被引:70
作者
LEI, HY [1 ]
STOAKES, MS [1 ]
HERATH, KPB [1 ]
LEE, JH [1 ]
SCHWABACHER, AW [1 ]
机构
[1] IOWA STATE UNIV SCI & TECHNOL,DEPT CHEM,AMES,IA 50011
关键词
D O I
10.1021/jo00094a036
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new amphiphilic bis-amino acid has been designed and its convergent, asymmetric synthesis achieved in differentially protected form. A convenient preparation of iodophenylalanine, a generally useful starting material, is disclosed. Sequential palladium-catalyzed couplings of aryl iodides to phosphinate lead directly to the target protected bis-amino acid. Controlled peptide coupling of the new bis-amino acid is also demonstrated.
引用
收藏
页码:4206 / 4210
页数:5
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