N-benzyl-N-[1-[2-(hydroxymethyl)phenyl]ethenyl]-2,4,5-trimethoxybenzamide | 1384384-80-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-benzyl-N-[1-[2-(hydroxymethyl)phenyl]ethenyl]-2,4,5-trimethoxybenzamide
• CAS: 1384384-80-8
• 化学式: C₂₆H₂₇NO₅
• 分子量: 433.504
• InChiKey: SUHZNZXEAWSPNG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  32
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  68.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-benzyl-N-[1-[2-(hydroxymethyl)phenyl]ethenyl]-2,4,5-trimethoxybenzamide 以 甲醇 为溶剂， 以64%的产率得到2-Benzyl-3-[2-(hydroxymethyl)phenyl]-6,7-dimethoxyisoquinolin-1-one
  参考文献：
  名称：

  Photochemically Induced Synthesis of the Topoisomerase I Inhibitors Indeno[1,2-c]isoquinoline-5,11-diones

  摘要：

  A convenient synthesis of indeno[1,2-c]isoquinoline-5,11-diones has been achieved using combinational photochemical and carbocationic cyclization tactics. The synthetic route involved first the construction of adequately functionalized N-styryl benzamides via Suzuki-Miyaura cross-coupling reaction with enol phosphate combined with a six-p-electron photocyclization process. The assembling of the title compounds was readily ensured through sequential carbocationic annulation reaction and ultimate oxidation of a latent hydroxy functionality.

  DOI：

  10.1055/s-0031-1290751
• 作为产物：
  描述：

  2,4,5-三甲氧基苯甲酸 在 四(三苯基膦)钯 、 氯化亚砜 、 双(三甲基硅烷基)氨基钾 、 sodium hydride 、 sodium carbonate 作用下， 以 四氢呋喃 、 乙二醇二甲醚 为溶剂， 生成 N-benzyl-N-[1-[2-(hydroxymethyl)phenyl]ethenyl]-2,4,5-trimethoxybenzamide
  参考文献：
  名称：

  Photochemically Induced Synthesis of the Topoisomerase I Inhibitors Indeno[1,2-c]isoquinoline-5,11-diones

  摘要：

  A convenient synthesis of indeno[1,2-c]isoquinoline-5,11-diones has been achieved using combinational photochemical and carbocationic cyclization tactics. The synthetic route involved first the construction of adequately functionalized N-styryl benzamides via Suzuki-Miyaura cross-coupling reaction with enol phosphate combined with a six-p-electron photocyclization process. The assembling of the title compounds was readily ensured through sequential carbocationic annulation reaction and ultimate oxidation of a latent hydroxy functionality.

  DOI：

  10.1055/s-0031-1290751

文献信息

• Photochemically Induced Synthesis of the Topoisomerase I Inhibitors Indeno[1,2-c]isoquinoline-5,11-diones
  作者：Axel Couture、Mélanie Dubois、Eric Deniau、Pierre Grandclaudon

  DOI：10.1055/s-0031-1290751

  日期：2012.4

  A convenient synthesis of indeno[1,2-c]isoquinoline-5,11-diones has been achieved using combinational photochemical and carbocationic cyclization tactics. The synthetic route involved first the construction of adequately functionalized N-styryl benzamides via Suzuki-Miyaura cross-coupling reaction with enol phosphate combined with a six-p-electron photocyclization process. The assembling of the title compounds was readily ensured through sequential carbocationic annulation reaction and ultimate oxidation of a latent hydroxy functionality.