ethyl 2-(2-chloroacetyl)-5,8-dimethoxy-6,7-dimethyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylate | 1609636-50-1

• 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-chloroacetyl)-5,8-dimethoxy-6,7-dimethyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylate
• CAS: 1609636-50-1
• 化学式: C₁₈H₂₄ClNO₅
• 分子量: 369.845
• InChiKey: NNIVKQSWDNVNNQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.38
• 重原子数：
  25.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  65.07
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  ethyl 2-(2-chloroacetyl)-5,8-dimethoxy-6,7-dimethyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylate 、 对氯苄胺 以 乙醇 为溶剂， 反应 24.0h， 以78%的产率得到2-(4-chlorobenzyl)-7,10-dimethoxy-8,9-dimethyl-2,3,11,11a-tetrahydro-6H-pyrazino[1,2-b]isoquinoline-1,4-dione
  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：

  1-bromomethyl-2,5-dimethoxy-3,4-dimethylbenzene 在 四丁基硫酸氢铵 、 三乙胺 、 三氟乙酸 、 potassium hydroxide 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 2.0h， 生成 ethyl 2-(2-chloroacetyl)-5,8-dimethoxy-6,7-dimethyl-1,2,3,4-tetrahydroisoquinoline-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