N-(Fmoc-α-aminoacyl)benzotriazoles: versatile synthetic reagents from proteinogenic amino acids

被引：19

作者：

Katritzky, Alan R. ^{[1
]}

Singh, Anamika ^{[1
]}

Haase, Danniebelle N. ^{[1
]}

Yoshioka, Megumi ^{[1
]}

机构：

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

来源：

ARKIVOC | 2009年

关键词：

N-(Fmoc-alpha-aminoacyl)benzotriazoles; N-Fmoc-alpha-amino acids; alpha-aminoacylation; alpha-(N-Fmoc-amino)acid amides; C-ACYLATION;

D O I：

10.3998/ark.5550190.0010.805

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

N-Fmoc-alpha-amino acids were smoothly converted into stable, crystalline N-(Fmoc-alpha-aminoacyl)benzotriazoles 2a-r (69-90%). Compounds 2b,g reacted with the chiral derivatizing reagent, (+/-)alpha-methylbenzylamine (5 or 6), to afford alpha-(N-Fmoc-amino) acid amides 3a,b and 4a,b (average yield 72%) with no detectable racemization.

引用

页码：47 / 56

页数：10

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