2-(5-((4-p-tolyl)-1H-1,2,3-triazolyl)pentyl)-25,26,27,28-tetramethoxy-p-tert-butylcalix[4]arene | 1333321-72-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(5-((4-p-tolyl)-1H-1,2,3-triazolyl)pentyl)-25,26,27,28-tetramethoxy-p-tert-butylcalix[4]arene
• 英文别名: 4-(4-Methylphenyl)-1-[5-(5,11,17,23-tetratert-butyl-25,26,27,28-tetramethoxy-2-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaenyl)pentyl]triazole；4-(4-methylphenyl)-1-[5-(5,11,17,23-tetratert-butyl-25,26,27,28-tetramethoxy-2-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaenyl)pentyl]triazole
• CAS: 1333321-72-4
• 化学式: C₆₂H₈₁N₃O₄
• 分子量: 932.343
• InChiKey: JDNDDZRMGJEXMJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  17.3
• 重原子数：
  69
• 可旋转键数：
  15
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  67.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-(5-chloropentyl)tetramethoxy-p-tert-butylcalix[4]arene 在 sodium azide 、 铜 、 copper(II) sulfate 、 sodium iodide 作用下， 以 水 、 N,N-二甲基甲酰胺 、 叔丁醇 为溶剂， 反应 24.0h， 生成 2-(5-((4-p-tolyl)-1H-1,2,3-triazolyl)pentyl)-25,26,27,28-tetramethoxy-p-tert-butylcalix[4]arene
  参考文献：
  名称：

  Synthesis and ‘click’ cycloaddition reactions of tetramethoxy- and tetrapropoxy-2-(ω-azidoalkyl)calix[4]arenes

  摘要：

  2-(omega-Chloroalkyl)tetramethoxycalix[4]arenes are converted to 2-(omega-azidoalkyl)tetramethoxy- and cone-2-(omega-azidoalkyl)tetrapropoxycalix[4]arenes, the former by substitution and the latter by demethylation to 2-(omega-chloroalkyl)tetrahydroxycalix[4]arenes, which are O-propylated before substitution of azide for chloride. The azide-terminated calixarenes undergo Cu(I)-catalyzed 1,3-cycloaddition to terminal alkynes to give 1,4-disubstituted 1,2,3-triazoles, demonstrating the potential to couple calixarenes from a tether at the 2-position (methylene bridge) to substrates that bear a terminal alkyne group. The cone conformation of cone-2-(4-chlorobutyl)tetrapropoxycalix[4]arene has been confirmed by X-ray diffraction. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.07.022

文献信息

• Synthesis and ‘click’ cycloaddition reactions of tetramethoxy- and tetrapropoxy-2-(ω-azidoalkyl)calix[4]arenes
  作者：Michael J. Hardman、Ashley M. Thomas、Louise T. Carroll、Linus C. Williams、Sean Parkin、Jordan L. Fantini

  DOI：10.1016/j.tet.2011.07.022

  日期：2011.9

  2-(omega-Chloroalkyl)tetramethoxycalix[4]arenes are converted to 2-(omega-azidoalkyl)tetramethoxy- and cone-2-(omega-azidoalkyl)tetrapropoxycalix[4]arenes, the former by substitution and the latter by demethylation to 2-(omega-chloroalkyl)tetrahydroxycalix[4]arenes, which are O-propylated before substitution of azide for chloride. The azide-terminated calixarenes undergo Cu(I)-catalyzed 1,3-cycloaddition to terminal alkynes to give 1,4-disubstituted 1,2,3-triazoles, demonstrating the potential to couple calixarenes from a tether at the 2-position (methylene bridge) to substrates that bear a terminal alkyne group. The cone conformation of cone-2-(4-chlorobutyl)tetrapropoxycalix[4]arene has been confirmed by X-ray diffraction. (C) 2011 Elsevier Ltd. All rights reserved.