2-(2,2-dimethoxyethyl)-7,8-dimethoxy-1H-benzo[c]azepine-1,3(2H)-dione | 1383563-70-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯氮卓类
• 英文名称: 2-(2,2-dimethoxyethyl)-7,8-dimethoxy-1H-benzo[c]azepine-1,3(2H)-dione
• CAS: 1383563-70-9
• 化学式: C₁₆H₁₉NO₆
• 分子量: 321.33
• InChiKey: SBCKECOQQRSDCN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.0
• 重原子数：
  23.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  75.99
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  2-(2,2-dimethoxyethyl)-7,8-dimethoxy-1H-benzo[c]azepine-1,3(2H)-dione 在 palladium 10% on activated carbon 、 氢气 、 双(三甲基硅烷基)氨基钾 作用下， 以 四氢呋喃 、 乙醇 、 甲苯 为溶剂， -78.0~20.0 ℃ 、101.33 kPa 条件下， 反应 12.5h， 生成 [2-(2,2-dimethoxyethyl)-7,8-dimethoxy-1-oxo-5H-2-benzazepin-3-yl] diphenyl phosphate
  参考文献：
  名称：

  A Concise Synthesis of 3-Arylated Di- and Tetrahydro-2H-2-benzazepin-1-ones; A New Synthetic Approach to the Homoprotoberberine Framework

  摘要：

  A variety of 3-arylated di- and tetrahydro-2H-2-benzazepin-1-ones were efficiently assembled through a sequence involving a Suzuki-Miyaura cross-coupling reaction with enol phosphates derived from the corresponding benzazepine-1,3-diones. This technique has been further exploited for the construction of the homoprotoberberine skeleton, which was readily accessed by intramolecular carbocationic annulation reaction applied to a suitably substituted precursor.

  DOI：

  10.1055/s-0031-1290504
• 作为产物：
  描述：

  N-(2,2-dimethoxyethyl)-4,5-dimethoxy-2-vinylbenzamide 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 、 sodium hydride 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 10.5h， 生成 2-(2,2-dimethoxyethyl)-7,8-dimethoxy-1H-benzo[c]azepine-1,3(2H)-dione
  参考文献：
  名称：

  A Concise Synthesis of 3-Arylated Di- and Tetrahydro-2H-2-benzazepin-1-ones; A New Synthetic Approach to the Homoprotoberberine Framework

  摘要：

  A variety of 3-arylated di- and tetrahydro-2H-2-benzazepin-1-ones were efficiently assembled through a sequence involving a Suzuki-Miyaura cross-coupling reaction with enol phosphates derived from the corresponding benzazepine-1,3-diones. This technique has been further exploited for the construction of the homoprotoberberine skeleton, which was readily accessed by intramolecular carbocationic annulation reaction applied to a suitably substituted precursor.

  DOI：

  10.1055/s-0031-1290504