Use of Alloc-amino acids in solid-phase peptide synthesis. Tandem deprotection-coupling reactions using neutral conditions.

被引：143

作者：

Thieriet, N

Alsina, J

Giralt, E

Guibe, F

Albericio, F

机构：

[1] UNIV PARIS 11,LAB REACT ORGAN SELECT,INST CHIM MOL ORSAY,URA 1497,F-91405 ORSAY,FRANCE

[2] UNIV BARCELONA,DEPT QUIM ORGAN,E-08028 BARCELONA,SPAIN

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 41期

关键词：

D O I：

10.1016/S0040-4039(97)01690-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The use of Alloc group in SPPS for the N-alpha protection of amino acids is an alternative to the Boc and Fmoc protecting groups. The smooth removal of Alloc group in neutral conditions with catalytic amounts of Pd(PPh3)(4) in the presence of PhSiH3 as a scavenger for the allyl system permits orthogonality with the most common protecting groups. Furthermore, a tandem deprotection-coupling reaction allows the suppression of DKP formation in cases where this side reaction is troublesome. (C) 1997 Elsevier Science Ltd.

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页码：7275 / 7278

页数：4

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