4-(3,5-dimethoxyphenyl)-1H-1,2,3-triazole | 1043553-17-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(3,5-dimethoxyphenyl)-1H-1,2,3-triazole
• 英文别名: 4-(3,5-Dimethoxyphenyl)-1H-1,2,3-triazole；4-(3,5-dimethoxyphenyl)-2H-triazole
• CAS: 1043553-17-8
• 化学式: C₁₀H₁₁N₃O₂
• 分子量: 205.216
• InChiKey: SMVKXUWNPRGFHQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  60
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3,5-二甲氧基苯乙炔 在 聚合甲醛 、 sodium azide 、 copper(II) sulfate 、 溶剂黄146 、 sodium ascorbate 、 sodium hydroxide 、 水 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 48.0h， 以0.51 g的产率得到4-(3,5-dimethoxyphenyl)-1H-1,2,3-triazole
  参考文献：
  名称：

  Efficient Synthesis of 2-Substituted-1,2,3-triazoles

  摘要：

  In this three-component reaction, alkynes undergo a copper(I)-catalyzed cycloaddition with sodium azide and formaldehyde to yield 2-hydroxymethyl-2H-1,2,3-triazoles, which are useful intermediates that can be readily converted to polyfunctional molecules. The hydroxymethyl group can also be removed, providing convenient access to NH-1,2,3-triazoles. The reaction is experimentally simple and readily scalable.

  DOI：

  10.1021/ol8006748

文献信息

• A photolabile linker for the solid-phase synthesis of 4-substituted NH-1,2,3-triazoles
  作者：Katrine Qvortrup、Thomas E. Nielsen

  DOI：10.1039/c0cc05274d

  日期：——

  This communication presents the synthesis of a novel photolabile azidolinker based on the o-nitroveratryl group. The application of this linker for the synthesis and photolytic release of NH-1,2,3-triazoles is described.

  本通讯介绍了一种基于o-硝基香豆素基团的新型光易裂解叠氮连接器的合成。文中描述了该连接器在NH-1,2,3-三唑的合成和光解释放中的应用。
• Traceless Azido Linker for the Solid-Phase Synthesis of <i>N</i>H-1,2,3-Triazoles via Cu-Catalyzed Azide−Alkyne Cycloaddition Reactions
  作者：A. Emil Cohrt、Jakob F. Jensen、Thomas E. Nielsen

  DOI：10.1021/ol102209p

  日期：2010.12.3

  traceless azido linker for the solid-phase synthesis of NH-1,2,3-triazoles is presented. A variety of alkynes were efficiently immobilized on a range of polymeric supports by Cu(I)-mediated azide−alkyne cycloadditions. Supported triazoles showed excellent compatibility with subsequent peptide chemistry. Release of pure material (typically >95%) from the solid support was readily achieved by treatment with

  对的固相合成中的广泛有用酸不稳定无痕叠氮基连接基Ñ H-1,2,3-三唑被呈现。各种炔烃通过Cu（I）介导的叠氮化物-炔烃环加成反应有效地固定在一系列聚合物载体上。负载的三唑显示出与后续肽化学的优异相容性。通过用TFA水溶液处理，很容易从固体载体中释放出纯物质（通常> 95％）。
• Efficient Synthesis of 2-Substituted-1,2,3-triazoles
  作者：Jarosław Kalisiak、K. Barry Sharpless、Valery V. Fokin

  DOI：10.1021/ol8006748

  日期：2008.8.7

  In this three-component reaction, alkynes undergo a copper(I)-catalyzed cycloaddition with sodium azide and formaldehyde to yield 2-hydroxymethyl-2H-1,2,3-triazoles, which are useful intermediates that can be readily converted to polyfunctional molecules. The hydroxymethyl group can also be removed, providing convenient access to NH-1,2,3-triazoles. The reaction is experimentally simple and readily scalable.