8b,14b-Dihydroxy-9-methyl-8b,14b-dihydrodibenzo[a,c]phenanthridin-10(9H)-one

• 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: 8b,14b-Dihydroxy-9-methyl-8b,14b-dihydrodibenzo[a,c]phenanthridin-10(9H)-one
• 英文别名: 1,14-dihydroxy-22-methyl-22-azapentacyclo[12.8.0.02,7.08,13.015,20]docosa-2,4,6,8,10,12,15,17,19-nonaen-21-one
• 化学式: C₂₂H₁₇NO₃
• 分子量: 343.382
• InChiKey: XOBSUXXQHOHUTL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  26
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  60.8
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  8b,14b-Dihydroxy-9-methyl-8b,14b-dihydrodibenzo[a,c]phenanthridin-10(9H)-one 在 三甲基氯硅烷 、 sodium iodide 作用下， 以 乙腈 为溶剂， 反应 0.67h， 以88%的产率得到22-methyl-22-azapentacyclo[12.8.0.02,7.08,13.015,20]docosa-1(14),2,4,6,8,10,12,15,17,19-decaen-21-one
  参考文献：
  名称：

  Reaction of ortho-lithiated N-methylbenzamide with 1,2-Diketones: A novel highly efficient route to N-methylisoquinolin-1-one

  摘要：

  1,2-Diketones were found to react with ortho-lithiated N-methylbenzamide to give diols 4a-g in 59-80% yields. Reaction of diols 4a-g with the system Me(3)SiCl/Nal in MeCN furnished N-methylisoquinolin-1-ones in 84-92% yields.

  DOI：

  10.1016/0040-4039(94)02293-k
• 作为产物：
  描述：

  N-甲基苯甲酰胺 、 菲醌 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以59%的产率得到8b,14b-Dihydroxy-9-methyl-8b,14b-dihydrodibenzo[a,c]phenanthridin-10(9H)-one
  参考文献：
  名称：

  Reaction of ortho-lithiated N-methylbenzamide with 1,2-Diketones: A novel highly efficient route to N-methylisoquinolin-1-one

  摘要：

  1,2-Diketones were found to react with ortho-lithiated N-methylbenzamide to give diols 4a-g in 59-80% yields. Reaction of diols 4a-g with the system Me(3)SiCl/Nal in MeCN furnished N-methylisoquinolin-1-ones in 84-92% yields.

  DOI：

  10.1016/0040-4039(94)02293-k

文献信息

• Reaction of ortho-lithiated N-methylbenzamide with 1,2-Diketones: A novel highly efficient route to N-methylisoquinolin-1-one
  作者：Alexander S. Kiselyov

  DOI：10.1016/0040-4039(94)02293-k

  日期：1995.1

  1,2-Diketones were found to react with ortho-lithiated N-methylbenzamide to give diols 4a-g in 59-80% yields. Reaction of diols 4a-g with the system Me(3)SiCl/Nal in MeCN furnished N-methylisoquinolin-1-ones in 84-92% yields.