2-ethyl-9-[(4-methylphenyl)sulfonyl]-1-phenyl-2,3,4,9-tetrahydro-1H-β-carboline | 1620754-02-0

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 2-ethyl-9-[(4-methylphenyl)sulfonyl]-1-phenyl-2,3,4,9-tetrahydro-1H-β-carboline
• CAS: 1620754-02-0
• 化学式: C₂₆H₂₆N₂O₂S
• 分子量: 430.571
• InChiKey: BOSNDLRREVJQJZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.15
• 重原子数：
  31.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  42.31
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-ethyl-9-[(4-methylphenyl)sulfonyl]-1-phenyl-2,3,4,9-tetrahydro-1H-β-carboline 、 丙炔酸甲酯 以 乙腈 为溶剂， 反应 360.0h， 以54%的产率得到methyl 3-ethyl-7-[(4-methylphenyl)sulfonyl]-6-phenyl-2,3,6,7-tetrahydro-1H-azocino[5,4-b]indole-5-carboxylate
  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：

  1-苯基-2,3,4,9-四氢-1H-beta-咔啉 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 173.83h， 生成 2-ethyl-9-[(4-methylphenyl)sulfonyl]-1-phenyl-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