4-methoxy-6-methyl-5-(2-methyl-1-indolyl)-5,6,7,8-tetrahydro[1,3]dioxolo[4,5-g]isoquinoline | 376379-84-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: 4-methoxy-6-methyl-5-(2-methyl-1-indolyl)-5,6,7,8-tetrahydro[1,3]dioxolo[4,5-g]isoquinoline
• 英文别名: 4-methoxy-6-methyl-5-(2-methylindol-1-yl)-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinoline
• CAS: 376379-84-9
• 化学式: C₂₁H₂₂N₂O₃
• 分子量: 350.417
• InChiKey: QALWOCBAGFCWCP-UHFFFAOYSA-N

物化性质

• 沸点：
  508.2±50.0 °C(Predicted)
• 密度：
  1.31±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  35.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-methoxy-6-methyl-5-(2-methyl-1-indolyl)-5,6,7,8-tetrahydro[1,3]dioxolo[4,5-g]isoquinoline 以 various solvent(s) 为溶剂， 反应 4.0h， 以66%的产率得到5-(2-methyl-3-indolyl)-4-methoxy-6-methyl-5,6,7,8-tetrahydro[1,3]dioxolo[4,5-g]isoquinoline
  参考文献：
  名称：

  吲哚及其衍生物与可乐宁的反应。5-（1-吲哚基）-4-甲氧基-6-甲基-5,6,7,8-四氢[1,3]二氧杂环[4,5-g]异喹啉的重排

  摘要：

  A synthetic route to compounds of the indolyltetrahydroisoquinoline series was developed on the basis of the reaction of cotarnine with indole derivatives. Aminoalkylation of indole and its derivatives with cotarnine occurs regioselectively at the nitrogen atom of the indole fragment to give the corresponding 5-(1-indolyl)-4-methoxy-6-methyl-5,6,7,8-tetrahydro[1,3]dioxolo[4,5-g]isoquinolines. The products were found to undergo rearrangement into isomeric 5-(3-indolyl)-4-methoxy-6-methyl-5,6,7,8-tetrahydro[1,3]dioxolo[4,5-g]isoquinolines which constitute a new class of indolyltetrahydroisoquinoline systems.

  DOI：

  10.1023/a:1016354730304
• 作为产物：
  描述：

  2-甲基吲哚 、 1,3-二氧杂环戊烯并[4,5-g]异喹啉-5-醇,5,6,7,8-四氢-4-甲氧基-6-甲基- 以 甲醇 为溶剂， 反应 24.0h， 以45%的产率得到4-methoxy-6-methyl-5-(2-methyl-1-indolyl)-5,6,7,8-tetrahydro[1,3]dioxolo[4,5-g]isoquinoline
  参考文献：
  名称：

  吲哚及其衍生物与可乐宁的反应。5-（1-吲哚基）-4-甲氧基-6-甲基-5,6,7,8-四氢[1,3]二氧杂环[4,5-g]异喹啉的重排

  摘要：

  A synthetic route to compounds of the indolyltetrahydroisoquinoline series was developed on the basis of the reaction of cotarnine with indole derivatives. Aminoalkylation of indole and its derivatives with cotarnine occurs regioselectively at the nitrogen atom of the indole fragment to give the corresponding 5-(1-indolyl)-4-methoxy-6-methyl-5,6,7,8-tetrahydro[1,3]dioxolo[4,5-g]isoquinolines. The products were found to undergo rearrangement into isomeric 5-(3-indolyl)-4-methoxy-6-methyl-5,6,7,8-tetrahydro[1,3]dioxolo[4,5-g]isoquinolines which constitute a new class of indolyltetrahydroisoquinoline systems.

  DOI：

  10.1023/a:1016354730304

文献信息

• ——
  作者：K. A. Krasnov、V. G. Kartsev

  DOI：10.1023/a:1016354730304

  日期：——

  A synthetic route to compounds of the indolyltetrahydroisoquinoline series was developed on the basis of the reaction of cotarnine with indole derivatives. Aminoalkylation of indole and its derivatives with cotarnine occurs regioselectively at the nitrogen atom of the indole fragment to give the corresponding 5-(1-indolyl)-4-methoxy-6-methyl-5,6,7,8-tetrahydro[1,3]dioxolo[4,5-g]isoquinolines. The products were found to undergo rearrangement into isomeric 5-(3-indolyl)-4-methoxy-6-methyl-5,6,7,8-tetrahydro[1,3]dioxolo[4,5-g]isoquinolines which constitute a new class of indolyltetrahydroisoquinoline systems.