8,11-Dimethoxy-15,15,21,21-tetramethyl-6,18,33,36,38-pentazanonacyclo[20.16.0.02,19.04,17.05,14.07,12.024,37.026,35.029,34]octatriaconta-1(38),2,4(17),5,7,9,11,13,18,22,24,26(35),29(34),30,32,36-hexadecaene | 146830-34-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 8,11-Dimethoxy-15,15,21,21-tetramethyl-6,18,33,36,38-pentazanonacyclo[20.16.0.02,19.04,17.05,14.07,12.024,37.026,35.029,34]octatriaconta-1(38),2,4(17),5,7,9,11,13,18,22,24,26(35),29(34),30,32,36-hexadecaene
• CAS: 146830-34-4
• 化学式: C₃₉H₃₅N₅O₂
• 分子量: 605.739
• InChiKey: MOIBKHWLIVYNIW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  46
• 可旋转键数：
  2
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  82.9
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  8,11-Dimethoxy-15,15,21,21-tetramethyl-6,18,33,36,38-pentazanonacyclo[20.16.0.02,19.04,17.05,14.07,12.024,37.026,35.029,34]octatriaconta-1(38),2,4(17),5,7,9,11,13,18,22,24,26(35),29(34),30,32,36-hexadecaene 在 吡啶-2,6-二羧酸 n-氧化物 、 ammonium cerium(IV) nitrate 作用下， 以 水 、 乙腈 为溶剂， 反应 1.0h， 以62%的产率得到15,15,21,21-Tetramethyl-6,18,33,36,38-pentazanonacyclo[20.16.0.02,19.04,17.05,14.07,12.024,37.026,35.029,34]octatriaconta-1(38),2,4(17),5(14),6,9,12,18,22,24,26(35),29(34),30,32,36-pentadecaene-8,11-dione
  参考文献：
  名称：

  Incorporation of the quinoline-5,8-quinone moiety into polyaza cavities

  摘要：

  Silica gel supported nitric acid treatment of 2,5-dimethoxybenzaldehyde followed by reduction with iron powder provides 3,6-dimethoxy-2-aminobenzaldehyde. Friedlander condensation of this species with a variety of ketones and diketones leads to 5,8-dimethoxyquinoline derivatives which may be oxidized by ceric ammonium nitrate (CAN) and pyridine-2,6-dicarboxylic acid N-oxide (PDANO) to the corresponding quinones. The quinone functionality can be incorporated into larger cavities by a selective stepwise Friedlander approach and the CAN/PDANO oxidation appears to work preferentially for 5,8-dimethoxyquinoline.

  DOI：

  10.1021/jo00059a012
• 作为产物：
  描述：

  2-amino-3,6-dimethoxylbenzaldehyde 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 48.0h， 生成 8,11-Dimethoxy-15,15,21,21-tetramethyl-6,18,33,36,38-pentazanonacyclo[20.16.0.02,19.04,17.05,14.07,12.024,37.026,35.029,34]octatriaconta-1(38),2,4(17),5,7,9,11,13,18,22,24,26(35),29(34),30,32,36-hexadecaene
  参考文献：
  名称：

  Incorporation of the quinoline-5,8-quinone moiety into polyaza cavities

  摘要：

  Silica gel supported nitric acid treatment of 2,5-dimethoxybenzaldehyde followed by reduction with iron powder provides 3,6-dimethoxy-2-aminobenzaldehyde. Friedlander condensation of this species with a variety of ketones and diketones leads to 5,8-dimethoxyquinoline derivatives which may be oxidized by ceric ammonium nitrate (CAN) and pyridine-2,6-dicarboxylic acid N-oxide (PDANO) to the corresponding quinones. The quinone functionality can be incorporated into larger cavities by a selective stepwise Friedlander approach and the CAN/PDANO oxidation appears to work preferentially for 5,8-dimethoxyquinoline.

  DOI：

  10.1021/jo00059a012