26,29-Dimethoxy-2,4,7,31-tetrazaheptacyclo[16.14.0.03,16.05,14.06,11.023,32.025,30]dotriaconta-1(18),2,4,6(11),7,9,14,16,23,25,27,29,31-tridecaene | 146830-29-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 菲咯啉
• 英文名称: 26,29-Dimethoxy-2,4,7,31-tetrazaheptacyclo[16.14.0.03,16.05,14.06,11.023,32.025,30]dotriaconta-1(18),2,4,6(11),7,9,14,16,23,25,27,29,31-tridecaene
• CAS: 146830-29-7
• 化学式: C₃₀H₂₆N₄O₂
• 分子量: 474.562
• InChiKey: NLZOHMCUXATPJH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  36
• 可旋转键数：
  2
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  70
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  26,29-Dimethoxy-2,4,7,31-tetrazaheptacyclo[16.14.0.03,16.05,14.06,11.023,32.025,30]dotriaconta-1(18),2,4,6(11),7,9,14,16,23,25,27,29,31-tridecaene 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， 以64%的产率得到2,4,7,31-Tetrazaheptacyclo[16.14.0.03,16.05,14.06,11.023,32.025,30]dotriaconta-1(18),2,4,6(11),7,9,14,16,23,25(30),27,31-dodecaene-26,29-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：

  3,6-二甲氧基-2-硝基苯甲醛 在 盐酸 、 氢氧化钾 、 铁粉 作用下， 以 乙醇 、 水 、 溶剂黄146 为溶剂， 反应 28.25h， 生成 26,29-Dimethoxy-2,4,7,31-tetrazaheptacyclo[16.14.0.03,16.05,14.06,11.023,32.025,30]dotriaconta-1(18),2,4,6(11),7,9,14,16,23,25,27,29,31-tridecaene
  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

文献信息

• Incorporation of the quinoline-5,8-quinone moiety into polyaza cavities
  作者：Randolph P. Thummel、Sara Chirayil、Christophe Hery、Jean Luc Lim、Tie Lin Wang

  DOI：10.1021/jo00059a012

  日期：1993.3

  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.