ethyl 2-(2-bromoethyl)-5,10-dimethoxy-1,2,3,4-tetrahydrobenzo[g]isoquinoline-3-carboxylate | 1609636-62-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: ethyl 2-(2-bromoethyl)-5,10-dimethoxy-1,2,3,4-tetrahydrobenzo[g]isoquinoline-3-carboxylate
• 英文别名: ethyl 2-(2-bromoethyl)-5,10-dimethoxy-3,4-dihydro-1H-benzo[g]isoquinoline-3-carboxylate
• CAS: 1609636-62-5
• 化学式: C₂₀H₂₄BrNO₄
• 分子量: 422.319
• InChiKey: FIJHEYMCVRVVAE-UHFFFAOYSA-N

物化性质

• 沸点：
  548.8±50.0 °C(predicted)
• 密度：
  1.343±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  48
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 2-(2-bromoethyl)-5,10-dimethoxy-1,2,3,4-tetrahydrobenzo[g]isoquinoline-3-carboxylate 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 乙醚 、 乙醇 为溶剂， 反应 24.08h， 生成 2-butyl-6,11-dimethoxy-1,2,3,4,5,12-hexahydro-2,4a-diazanaphthacene-12a-carbonitrile
  参考文献：
  名称：

  Synthesis of Hexahydropyrazino[1,2-b]isoquinolines as Simplified Saframycin Analogues

  摘要：

  Various hexahydropyrazino[1,2-b]isoquinolines were synthesised as simplified saframycin analogues. Construction of this core proceeded through a tetrahydroisoquinoline synthesis followed by acylation/alkylation of the tetrahydroisoquinoline nitrogen and subsequent ring closure using various aliphatic and aromatic amines. The resulting piperazinones were reacted with LiAlH4 or LiAlH(OEt)(3) to synthesise further analogues.

  DOI：

  10.1055/s-0033-1340070
• 作为产物：
  描述：

  2,3-bis(bromomethyl)-1,4-dimethoxynaphthalene 在 四丁基硫酸氢铵 、 potassium carbonate 、 potassium hydroxide 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 25.0h， 生成 ethyl 2-(2-bromoethyl)-5,10-dimethoxy-1,2,3,4-tetrahydrobenzo[g]isoquinoline-3-carboxylate
  参考文献：
  名称：

  Synthesis of Hexahydropyrazino[1,2-b]isoquinolines as Simplified Saframycin Analogues

  摘要：

  Various hexahydropyrazino[1,2-b]isoquinolines were synthesised as simplified saframycin analogues. Construction of this core proceeded through a tetrahydroisoquinoline synthesis followed by acylation/alkylation of the tetrahydroisoquinoline nitrogen and subsequent ring closure using various aliphatic and aromatic amines. The resulting piperazinones were reacted with LiAlH4 or LiAlH(OEt)(3) to synthesise further analogues.

  DOI：

  10.1055/s-0033-1340070