24-Methoxy-6,15-dimethyl-22-nitro-9,12-dioxa-3,6,15,18-tetraaza-bicyclo[18.3.1]tetracosa-1(23),20(24),21-triene-4,17-dione | 185455-07-6

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 24-Methoxy-6,15-dimethyl-22-nitro-9,12-dioxa-3,6,15,18-tetraaza-bicyclo[18.3.1]tetracosa-1(23),20(24),21-triene-4,17-dione
• 英文别名: 24-Methoxy-6,15-dimethyl-22-nitro-9,12-dioxa-3,6,15,18-tetrazabicyclo[18.3.1]tetracosa-1(23),20(24),21-triene-4,17-dione
• CAS: 185455-07-6
• 化学式: C₂₁H₃₃N₅O₇
• 分子量: 467.522
• InChiKey: VXZJTLIXXZKEPS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  33
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  138
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  24-Methoxy-6,15-dimethyl-22-nitro-9,12-dioxa-3,6,15,18-tetraaza-bicyclo[18.3.1]tetracosa-1(23),20(24),21-triene-4,17-dione 在 lithium iodide 作用下， 以 吡啶 为溶剂， 以64%的产率得到6,15-dimethyl-24-hydroxy-22-nitro-9,12-dioxa-3,6,15,18-tetraazabicyclo[18.3.1]-tetracosa-1(24),20,22-triene-4,17-dione
  参考文献：
  名称：

  Synthesis of Proton-Ionizable p-Nitrophenol-Containing Tetraazacrown and Diazadithiacrown Ethers from an Aromatic Building Block Prepared via the Einhorn Reaction

  摘要：

  A series of p-nitroanisole-containing tetraazacrown (14-18), diazacryptand (22), and diazadithia-crown (23-25) macrocycles has been prepared by treating the appropriate secondary diamine, diazacrown, or dimercaptan with 2,6-bis[(2 -chloroacetamido)methyl]-4-nitroanisole (BB). Five of these p-nitroanisole-containing macrocycles were reported earlier. Four new bis(p-nitroanisole)-containing macrocycles resulting from a 2 + 2 macrocyclization of diamine or dimercaptan with BE were also isolated. Six of the p-nitroanisole-containing macrocycles (16, 17, 22-25) were converted to the p-nitrophenol-containing macrocycles (27-32) on treatment with LiI in refluxing pyridine. Thermodynamic quantities (log K, Delta H, and T Delta S) for the interactions of four new compounds (24, 27, 31, and 32) with Na+, K+, Ba2+, Ag+, and Pb2+ were evaluated by calorimetric titration at 25.0 degrees C in either 70% or absolute methanol solution. The compounds show strong interactions with Ag+ and Pb2+ but very weak interactions with Na+, K+, and Ba2+. Ligand 31 exhibited high selectivity for Ag+ over Pb2+. X-ray crystal structures were obtained for diazadithia macrocycle 23 and the Ag+-31 complex.

  DOI：

  10.1021/jo980414z
• 作为产物：
  描述：

  4-硝基苯甲醚 、 alkaline earth salt of/the/ methylsulfuric acid 在 sodium carbonate 作用下， 以 硫酸 、 乙腈 为溶剂， 反应 36.0h， 生成 24-Methoxy-6,15-dimethyl-22-nitro-9,12-dioxa-3,6,15,18-tetraaza-bicyclo[18.3.1]tetracosa-1(23),20(24),21-triene-4,17-dione
  参考文献：
  名称：

  Einhorn Reaction for the Synthesis of Aromatic Building Blocks for Macrocyclization

  摘要：

  DOI：

  10.1021/jo9617070