Efficient Preparation of Aminoxyacyl Amides, Aminoxy Hybrid Peptides, and α-Aminoxy Peptides

被引：26

作者：

Katritzky, Alan R. ^{[1
]}

Avan, Ilker ^{[1
,2
]}

Tala, Srinivasa R. ^{[1
]}

机构：

[1] Univ Florida, Dept Chem, Ctr Heterocycl Cpds, Gainesville, FL 32611 USA

[2] Anadolu Univ, Dept Chem, TR-26470 Eskisehir, Turkey

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 74卷 / 22期

关键词：

BETA-PEPTIDES; N-ACYLBENZOTRIAZOLES; BIOLOGICAL STABILITY; CYCLIC HEXAPEPTIDE; BUILDING-BLOCKS; PHASE SYNTHESIS; CHLORIDE-ION; ACIDS; REAGENTS; CONVENIENT;

D O I：

10.1021/jo901612j

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

N-(Pg-alpha-aminoxy acids) 1a-g are converted to N-(Pg-alpha-aminoxyacyl)benzotriazoles 2a-g, Which react under mild conditions with amines, alpha-amino acids/alpha-dipeptides, and alpha-aminoxy acids to give aminoxyacyl amides 3a-g, (3e + 3e'), and (3g + 3g'), aminoxy hybrid peptides 4a-h, (4a + 4a'), 6a-d, 9a-c, (9a + 9a'), and (9b + 9b'), and a-aminoxy peptides 10a,b in good yields without racemization.

引用

页码：8690 / 8694

页数：5

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