2-ethyl-1-(3-methoxyphenyl)-2,3,4,9-tetrahydro-1H-β-carboline | 1620753-99-2

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 哈马拉生物碱
• 英文名称: 2-ethyl-1-(3-methoxyphenyl)-2,3,4,9-tetrahydro-1H-β-carboline
• 英文别名: 2-Ethyl-1-(3-methoxyphenyl)-2,3,4,9-tetrahydro-beta-carboline；2-ethyl-1-(3-methoxyphenyl)-1,3,4,9-tetrahydropyrido[3,4-b]indole
• CAS: 1620753-99-2
• 化学式: C₂₀H₂₂N₂O
• 分子量: 306.407
• InChiKey: MMLDFTKLRKTQLS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  28.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-ethyl-1-(3-methoxyphenyl)-2,3,4,9-tetrahydro-1H-β-carboline 、 3-丁炔-2-酮 以 二氯甲烷 为溶剂， 反应 48.0h， 以76%的产率得到1-[3-ethyl-6-(3-methoxyphenyl)-2,3,6,7-tetrahydro-1H-azocino[5,4-b]indol-5-yl]ethanone
  参考文献：
  名称：

  Synthesis of 6-aryl-Substituted Azocino-[5,4-b]indoles from 1-aryl-Substituted 2-Ethyltetrahydro-β-Carbolines

  摘要：

  We optimized the reaction of tetrahydropyridine ring expansion in 1-aryl-substituted tetrahydro-beta-carbolines by the action of activated alkynes and achieved higher than 70% yields of the target indoloazocines. The substituents in the 1-aryl ring and at the indole nitrogen atom were shown to affect the rate and selectivity of this transformation.

  DOI：

  10.1007/s10593-014-1518-z
• 作为产物：
  描述：

  碘乙烷 、 1-(3-methoxyphenyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 168.0h， 以55%的产率得到2-ethyl-1-(3-methoxyphenyl)-2,3,4,9-tetrahydro-1H-β-carboline
  参考文献：
  名称：

  Synthesis of 6-aryl-Substituted Azocino-[5,4-b]indoles from 1-aryl-Substituted 2-Ethyltetrahydro-β-Carbolines

  摘要：

  We optimized the reaction of tetrahydropyridine ring expansion in 1-aryl-substituted tetrahydro-beta-carbolines by the action of activated alkynes and achieved higher than 70% yields of the target indoloazocines. The substituents in the 1-aryl ring and at the indole nitrogen atom were shown to affect the rate and selectivity of this transformation.

  DOI：

  10.1007/s10593-014-1518-z