[1-(2-([(1-(2-[(prop-2-yn-1-yloxy)carbonyl]phenyl)-1H-1,2,3-triazol-4-yl)methoxy]carbonyl)phenyl)-1H-1,2,3-triazol-4-yl]methyl 2-(4-([(2-azidophenyl)carbonyloxy]methyl)-1H-1,2,3-triazol-1-yl)benzoate | 1383577-58-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: [1-(2-([(1-(2-[(prop-2-yn-1-yloxy)carbonyl]phenyl)-1H-1,2,3-triazol-4-yl)methoxy]carbonyl)phenyl)-1H-1,2,3-triazol-4-yl]methyl 2-(4-([(2-azidophenyl)carbonyloxy]methyl)-1H-1,2,3-triazol-1-yl)benzoate
• CAS: 1383577-58-9
• 化学式: C₄₀H₂₈N₁₂O₈
• 分子量: 804.738
• InChiKey: QYALXELAZPRSBK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.23
• 重原子数：
  60.0
• 可旋转键数：
  15.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  246.09
• 氢给体数：
  0.0
• 氢受体数：
  18.0

反应信息

• 作为反应物：
  描述：

  [1-(2-([(1-(2-[(prop-2-yn-1-yloxy)carbonyl]phenyl)-1H-1,2,3-triazol-4-yl)methoxy]carbonyl)phenyl)-1H-1,2,3-triazol-4-yl]methyl 2-(4-([(2-azidophenyl)carbonyloxy]methyl)-1H-1,2,3-triazol-1-yl)benzoate 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.5h， 以65%的产率得到9,22,35,48-tetraoxa-1,12,13,14,25,26,27,38,39,40,51,52-dodecaazanonacyclo[48.2.1.1(11,14).1(24,27).1(37,40).0(2,7).0(15,20).0(28,33).0(41,46)]hexapentaconta-2,4,6,11(56),12,15,17,19,24(55),25,28,30,32,37(54),38,41(46),42,44,50(53),51-icosaene-8,21,34,47-tetrone
  参考文献：
  名称：

  Synthesis of Macrocycles Containing 1,2,3-Triazole Motifs

  摘要：

  A new procedure for the preparation of macrocycles containing 1,2,3-triazole motifs is developed. The macrocyclic precursor is constructed by repetition of a series of steps which include cycloaddition of an azide with an alkyne, alkylation of a carboxylic acid with propargyl bromide and formation of an azide from an amino group. The order of the steps and the size of the connected fragments are determined by the desired ring size. Chromatographic purification techniques for the poorly soluble final products are also described.

  DOI：

  10.1055/s-0031-1290760
• 作为产物：
  描述：

  propargyl anthranilate 在 盐酸 、 potassium carbonate 、 copper(II) sulfate 、 维生素 C 作用下， 以 水 、 N,N-二甲基甲酰胺 、 丙酮 、 正丁醇 为溶剂， 反应 2.24h， 生成 [1-(2-([(1-(2-[(prop-2-yn-1-yloxy)carbonyl]phenyl)-1H-1,2,3-triazol-4-yl)methoxy]carbonyl)phenyl)-1H-1,2,3-triazol-4-yl]methyl 2-(4-([(2-azidophenyl)carbonyloxy]methyl)-1H-1,2,3-triazol-1-yl)benzoate
  参考文献：
  名称：

  Synthesis of Macrocycles Containing 1,2,3-Triazole Motifs

  摘要：

  A new procedure for the preparation of macrocycles containing 1,2,3-triazole motifs is developed. The macrocyclic precursor is constructed by repetition of a series of steps which include cycloaddition of an azide with an alkyne, alkylation of a carboxylic acid with propargyl bromide and formation of an azide from an amino group. The order of the steps and the size of the connected fragments are determined by the desired ring size. Chromatographic purification techniques for the poorly soluble final products are also described.

  DOI：

  10.1055/s-0031-1290760