HYPERSENSITIVE ACID-LABILE (HAL) TRIS(ALKOXY)BENZYL ESTER ANCHORING FOR SOLID-PHASE SYNTHESIS OF PROTECTED PEPTIDE SEGMENTS

被引：26

作者：

ALBERICIO, F ^{[1
]}

BARANY, G ^{[1
]}

机构：

[1] UNIV MINNESOTA,DEPT CHEM,MINNEAPOLIS,MN 55455

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 08期

关键词：

D O I：

10.1016/S0040-4039(00)74475-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The novel 5-(4-hydroxymethyl-3,5-dimethoxyphenoxy)valeric acid (HAL) handle has been prepared and applied to solid-phase peptide synthesis using 9-fluorenylmethyloxycarbonyl (Fmoc) for N-alpha-amino protection and tert-butyl ethers, esters, and urethanes for side-chain protection. Otherwise fully protected peptide acids, which are needed for segment condensation studies, were obtained in excellent yields and purities by cleavage of the resultant tris(alkoxy)benzyl ester anchoring linkage with appropriate cocktails containing 0.05 - 0.1% (v/v) trifluoroacetic acid.

引用

页码：1015 / 1018

页数：4

共 25 条

[1] PREPARATION AND APPLICATION OF THE 5-(4-(9-FLUORENYLMETHYLOXYCARBONYL)AMINOMETHYL-3,5-DIMETHOXYPHENOXY)VALERIC ACID (PAL) HANDLE FOR THE SOLID-PHASE SYNTHESIS OF C-TERMINAL PEPTIDE AMIDES UNDER MILD CONDITIONS [J].