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

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1994年 / 59卷 / 15期

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

页码：4206 / 4210

页数：5

共 50 条

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ABDERHALDEN E, 1909, CHEM BER, V44, P3411

[2]

[Anonymous], 1984, PRACTICE PEPTIDE SYN

[3] TOTAL SYNTHESIS OF DEOXYBOUVARDIN AND RA-VII - MACROCYCLIZATION VIA AN INTRAMOLECULAR ULLMANN REACTION [J].