Electrochemical removal of the picolinoyl group under mild acidic conditions. Application to the protection of amines in peptide synthesis.

被引：5

作者：

Auzeil, N

DutrucRosset, G

Largeron, M

机构：

[1] FAC SCI PHARMACEUT & BIOL PARIS,LAB CHIM ANALYT & ELECTROCHIM,CNRS,F-75270 PARIS 06,FRANCE

[2] RHONE POULENC RORER,CTR RECH VITRY ALFORTVILLE,F-94403 VITRY SUR SEINE,FRANCE

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 13期

关键词：

D O I：

10.1016/S0040-4039(97)00362-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The picolinoyl group can he used as a convenient protective group for amines in peptide chemistry. Deprotection is performed by electrochemical reduction under mild acidic conditions. (C) 1997 Elsevier Science Ltd.

引用

页码：2283 / 2286

页数：4

共 8 条

[1]

BARRIERE JC, Patent No. 9201691

[2]

Bodanszky M., 1993, PRINCIPLES PEPTIDE S, P9

[3]

GREENE TW, 1991, PROTECTIVE GROUPS OR, P224

[4]

KOUL A K, 1972, Synthetic Communications, V2, P383

[5] ELECTROCHEMICAL REDUCTION OF PRISTINAMYCIN I-A AND RELATED STREPTOGRAMINS IN AQUEOUS ACIDIC MEDIUM [J].

LARGERON, M ;

VUILHORGNE, M ;

LEPOTIER, I ;

AUZEIL, N ;

BACQUE, E ;

PARIS, JM ;

FLEURY, MB .

TETRAHEDRON, 1994, 50 (21) :6307-6332

[6] Incidence of the peptidic lactone opening on the electrochemical reduction of pristinamycin I-A. [J].

Largeron, M ;

Auzeil, N ;

Dakova, B ;

Bacque, E ;

Paris, JM ;

Fleury, MB .

TETRAHEDRON LETTERS, 1996, 37 (42) :7499-7502

[7] ELECTRO-DEPROTECTION - ELECTROCHEMICAL REMOVAL OF PROTECTING GROUPS [J].

MAIRANOVSKY, VG .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1976, 15 (05) :281-292

[8] THE ELECTROCHEMICAL CLEAVAGE OF PROTECTING GROUPS [J].

MONTENEGRO, MI .

ELECTROCHIMICA ACTA, 1986, 31 (06) :607-620

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