(2S,2'S)-[(1,3-phenylene)bis(1H-1,2,3-triazol-4,1-diyl)]bis(2-phenylethanol) | 1335243-86-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (2S,2'S)-[(1,3-phenylene)bis(1H-1,2,3-triazol-4,1-diyl)]bis(2-phenylethanol)
• 英文别名: (2S)-2-[4-[3-[1-[(1S)-2-hydroxy-1-phenylethyl]triazol-4-yl]phenyl]triazol-1-yl]-2-phenylethanol
• CAS: 1335243-86-1
• 化学式: C₂₆H₂₄N₆O₂
• 分子量: 452.516
• InChiKey: LNWCIMVQUCVAGB-CLJLJLNGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  34
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  102
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (R)-环氧苯乙烷 、 1,3-二乙炔苯 在 sodium azide 、 水 作用下， 反应 16.0h， 以84%的产率得到(2S,2'S)-[(1,3-phenylene)bis(1H-1,2,3-triazol-4,1-diyl)]bis(2-phenylethanol)
  参考文献：
  名称：

  Multicomponent Click Synthesis of 1,2,3-Triazoles from Epoxides in Water Catalyzed by Copper Nanoparticles on Activated Carbon

  摘要：

  Copper nanoparticles on activated carbon have been found to effectively catalyze the multicomponent synthesis of beta-hydroxy-1,2,3-triazoles from a variety of epoxides and alkynes in water. The catalyst is easy to prepare, reusable at a low copper loading (0.5 mol %), and exhibits higher catalytic activity than some commercially available copper sources. The regio- and stereochemistiy of the reaction has been revised and unequivocally established on the basis of X-ray crystallographic analyses. An NMR experiment has been implemented for the rapid and unmistakable determination of the regiochemistry of the process. Some mechanistic aspects of the reaction have been also undertaken which unveil the participation of copper(I) acetylides.

  DOI：

  10.1021/jo2016339