butyl-carbamic acid 1-benzyl-1H-[1,2,3]triazol-4-ylmethyl ester | 1313994-71-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: butyl-carbamic acid 1-benzyl-1H-[1,2,3]triazol-4-ylmethyl ester
• 英文别名: (1-benzyl-1,2,3-triazol-4-yl)methyl N-butylcarbamate；(1-benzyl-1,2,3-triazol-4-yl)methyl butylcarbamate；(1-benzyltriazol-4-yl)methyl N-butylcarbamate
• CAS: 1313994-71-6
• 化学式: C₁₅H₂₀N₄O₂
• 分子量: 288.349
• InChiKey: NNOMEKNLHSZGNA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  69
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  溴甲苯 在 sodium azide 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 butyl-carbamic acid 1-benzyl-1H-[1,2,3]triazol-4-ylmethyl ester
  参考文献：
  名称：

  Alkyne-Azide Cycloaddition Catalyzed by Fe-Cu Nanoparticles

  摘要：

  以几种炔类和叠氮化物为起始原料，在催化量的铜-铁纳米粒子存在下合成了 1,2,3-三唑。该工艺具有许多优点，因为它不需要额外的碱或还原剂，而且在常压常温下进行，产率高。

  DOI：

  10.2174/157017812800167457

文献信息

• Catalytic activity of dithioic acid copper complexes in the alkyne–azide cycloaddition
  作者：Bayardo E. Velasco、Gustavo López-Téllez、Nelly González-Rivas、Iván García-Orozco、Erick Cuevas-Yañez

  DOI：10.1139/cjc-2012-0325

  日期：2013.4

  Diverse dithioic acid copper complexes exhibit a high catalytic activity in the copper-catalyzed alkyne–azide cycloaddition using several solvents under different temperatures, showing a high efficiency with only 0.005 mmol catalyst/mmol alkyne or less. A dithioic acid copper complex derived from acetophenone was selected and used as the catalyst in the preparation of a library of 1,4-disubstituted-1

  多种二硫酸铜配合物在不同温度下使用多种溶剂在铜催化的炔-叠氮化物环加成反应中表现出高催化活性，仅在 0.005 mmol 催化剂/mmol 炔烃或更少时表现出高效率。选择衍生自苯乙酮的二硫酸铜络合物作为催化剂制备 1,4-二取代-1,2,3-三唑库。该过程以高产率和良好的官能团耐受性发生。
• Ligand Synthesis Catalyst and Complex Metal Ion: Multicomponent Synthesis of 1,3-Bis(4-phenyl-[1,2,3]triazol-1-yl)-propan-2-ol Copper(I) Complex and Application in Copper-Catalyzed Alkyne-Azide Cycloaddition
  作者：María Teresa Ramírez-Palma、Jesús Segura-Arzate、Gustavo López-Téllez、Erick Cuevas-Yañez

  DOI：10.1155/2016/6432492

  日期：——

  A new bistriazole copper complex was synthesized by direct treatment of an alkyne, an azide, and CuI as copper salt through in situ ligand formation under a multicomponent reaction process. This complex was analyzed by XPS, TGA, DSC, and SEM techniques and revealed a triangular-shaped morphology, high thermal stability, and catalytic power in CuAAC reactions, requiring only 2.5% mol catalyst to afford

  通过在多组分反应过程中通过原位配体形成直接处理炔烃、叠氮化物和作为铜盐的 CuI，合成了一种新的双三唑铜配合物。该配合物通过 XPS、TGA、DSC 和 SEM 技术进行分析，结果显示三角形形态、高热稳定性和在 CuAAC 反应中的催化能力，仅需要 2.5% mol 的催化剂即可提供良好的 1,2,3-三唑。产量至少可以重复使用 4 个周期。
• The Use of Glucose as Alternative Reducing Agent in Copper-Catalyzed Alkyne-Azide Cycloaddition
  作者：Marco A. Garcia、Zita G. Rios、Jaime Gonzalez、Víctor M. Perez、Nancy Lara、Aydee Fuentes、Carlos Gonzalez、David Corona、Erick Cuevas-Yanez

  DOI：10.2174/157017811799304232

  日期：2011.12.1

  1,2,3-triazoles were synthesized using several alkynes and azides as starting materials in the presence of glucose and catalytic amounts of Fehling reagent. This process is carried out under ambient pressure and temperature with good yields

  以多种炔类和叠氮化物为起始原料，在葡萄糖和一定量的费林试剂催化下合成了 1,2,3-三唑。该过程在常温常压下进行，收率良好
• Effect of temperature on triazole and bistriazole formation through copper-catalyzed alkyne–azide cycloaddition
  作者：Jaime González、Víctor M. Pérez、David O. Jiménez、Germán Lopez-Valdez、David Corona、Erick Cuevas-Yañez

  DOI：10.1016/j.tetlet.2011.05.002

  日期：2011.7

  Temperature is an important factor in the copper catalyzed alkyne azide cycloaddition under oxidative conditions. 1,2,3-Triazoles were obtained in high yields when several alkynes and azides were reacted at methanol reflux using catalytic amounts of both copper iodide and sodium hydroxide. On the other hand, bistriazoles were major products when reactions were performed at -35 degrees C using excess sodium hydroxide. (C) 2011 Elsevier Ltd. All rights reserved.
• Alkyne-Azide Cycloaddition Catalyzed by Fe-Cu Nanoparticles
  作者：Angel Garcia-Munoz、Jaime Gonzalez、Jessica Trujillo-Reyes、Raul A. Morales-Luckie、Victor Sanchez-Mendieta、Carlos Gonzalez、Aydee Fuentes、Erick Cuevas-Yanez

  DOI：10.2174/157017812800167457

  日期：2012.3.1

  1,2,3-triazoles were synthesized using several alkynes and azides as starting materials in the presence of catalytic amounts of Cu-Fe nanoparticles. The process represents many advantages because it does not require additional bases or reductants, and this is carried out under ambient pressure and temperature with good yields.

  以几种炔类和叠氮化物为起始原料，在催化量的铜-铁纳米粒子存在下合成了 1,2,3-三唑。该工艺具有许多优点，因为它不需要额外的碱或还原剂，而且在常压常温下进行，产率高。