A novel dibenzoazacyclooctyne precursor in regioselective copper-free click chemistry. An innovative 3-step synthesis

被引：18

作者：

Starke, Frank ^{[1
]}

Walther, Martin ^{[1
]}

Pietzsch, Hans-Juergen ^{[1
]}

机构：

[1] Forschungszentrum Dresden Rossendorf, Inst Radiopharm, Postfach 510119, D-01314 Dresden, Germany

来源：

ARKIVOC | 2010年

关键词：

Bioorthogonal; cyclooctyne; azides; click chemistry; AZIDE;

D O I：

10.3998/ark.5550190.0011.b28

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel carboxylic acid substituted dibenzoazacyclooctyne precursor has been synthesized using a fast and innovative three-step synthesis. It can be easily converted into the corresponding alkyne through UV-irradiation. Due to its fast and regioselective reaction with azides, the alkyne is a promising agent for copper-free "click chemistry". The second order reaction rate constant was determined by H-1-NMR.

引用

页码：350 / 359

页数：10

共 5 条

[1] Cooperative capture synthesis: yet another playground for copper-free click chemistry
Hou, Xisen
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CHEMICAL SOCIETY REVIEWS, 2016, 45 (14) : 3766 - 3780
[2] A Procedure for Fast and Regioselective Copper-Free Click Chemistry at Room Temperature with p-Toluenesulfonyl Alkyne
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[3] Synthesis of Heterobifunctional Protein Fusions Using Copper-Free Click Chemistry and the Aldehyde Tag
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[4] Improved synthesis and biological evaluation of chelator-modified α-MSH analogs prepared by copper-free click chemistry
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BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2011, 21 (19) : 5757 - 5761
[5] REGIOSELECTIVE SYNTHESIS OF NOVEL 1,4 DISUBSTITUTED BIS 1,2,3 TRIAZOLES : CLICK CHEMISTRY APPROACH
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HETEROCYCLIC LETTERS, 2012, 2 (01): : 79 - 83

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