(R)-1-[2-(3,4-Dimethoxy-phenyl)-ethyl]-3-((4S,5S)-1,3-dimethyl-4,5-diphenyl-imidazolidin-2-yl)-4-methyl-1,4-dihydro-pyridine | 154819-50-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: (R)-1-[2-(3,4-Dimethoxy-phenyl)-ethyl]-3-((4S,5S)-1,3-dimethyl-4,5-diphenyl-imidazolidin-2-yl)-4-methyl-1,4-dihydro-pyridine
• 英文别名: (4R)-1-[2-(3,4-dimethoxyphenyl)ethyl]-3-[(4S,5S)-1,3-dimethyl-4,5-diphenylimidazolidin-2-yl]-4-methyl-4H-pyridine
• CAS: 154819-50-8
• 化学式: C₃₃H₃₉N₃O₂
• 分子量: 509.692
• InChiKey: HWMVWLJTRILOKO-OBVGZQLQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  38
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  28.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (R)-1-[2-(3,4-Dimethoxy-phenyl)-ethyl]-3-((4S,5S)-1,3-dimethyl-4,5-diphenyl-imidazolidin-2-yl)-4-methyl-1,4-dihydro-pyridine 在 sodium hydroxide 、 三氟乙酸酐 作用下， 生成 (R)-1-[2-(1H-Indol-3-yl)-ethyl]-4-methyl-1,4-dihydro-pyridine-3-carbaldehyde
  参考文献：
  名称：

  Preparation and Utilization of Chiral Dihydropyridines. Synthesis of Chiral Indoloquinolizines and Benzoquinolizines

  摘要：

  An asymmetric synthesis of 3-formyl-1,4-dihydropyridines is described that entails the addition of organocopper reagents to activated 3-imidazolidinylpyridine, prepared with chiral diamines. The activator can be a chloroformate or an acid chloride. The methodology was used for the asymmetric syntheses of the indoloquinolizine and benzoquinolizine alkaloid frameworks.

  DOI：

  10.1021/jo00086a045
• 作为产物：
  描述：

  2-(3,4-Dimethoxy-phenyl)-1-[3-((4S,5S)-1,3-dimethyl-4,5-diphenyl-imidazolidin-2-yl)-4-methyl-4H-pyridin-1-yl]-ethanone 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 2.0h， 生成 (R)-1-[2-(3,4-Dimethoxy-phenyl)-ethyl]-3-((4S,5S)-1,3-dimethyl-4,5-diphenyl-imidazolidin-2-yl)-4-methyl-1,4-dihydro-pyridine
  参考文献：
  名称：

  Preparation and Utilization of Chiral Dihydropyridines. Synthesis of Chiral Indoloquinolizines and Benzoquinolizines

  摘要：

  An asymmetric synthesis of 3-formyl-1,4-dihydropyridines is described that entails the addition of organocopper reagents to activated 3-imidazolidinylpyridine, prepared with chiral diamines. The activator can be a chloroformate or an acid chloride. The methodology was used for the asymmetric syntheses of the indoloquinolizine and benzoquinolizine alkaloid frameworks.

  DOI：

  10.1021/jo00086a045