1-[(4R)-3-[(4S,5S)-1,3-dimethyl-4,5-diphenylimidazolidin-2-yl]-4-methyl-4H-pyridin-1-yl]ethanone | 154819-10-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 1-[(4R)-3-[(4S,5S)-1,3-dimethyl-4,5-diphenylimidazolidin-2-yl]-4-methyl-4H-pyridin-1-yl]ethanone
• CAS: 154819-10-0
• 化学式: C₂₅H₂₉N₃O
• 分子量: 387.525
• InChiKey: PKSSDHKDXLXPSP-DKLXNKCPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  29
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  26.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-[(4R)-3-[(4S,5S)-1,3-dimethyl-4,5-diphenylimidazolidin-2-yl]-4-methyl-4H-pyridin-1-yl]ethanone 在 盐酸 作用下， 以 乙醚 为溶剂， 反应 1.0h， 以87%的产率得到(4R)-1-acetyl-4-methyl-4H-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：

  (1R,2R)-N,N'-二甲基-1,2-二苯基-1,2-乙二胺 在 4 A molecular sieve 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 6.33h， 生成 1-[(4R)-3-[(4S,5S)-1,3-dimethyl-4,5-diphenylimidazolidin-2-yl]-4-methyl-4H-pyridin-1-yl]ethanone
  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

文献信息

• Preparation and Utilization of Chiral Dihydropyridines. Synthesis of Chiral Indoloquinolizines and Benzoquinolizines
  作者：Pierre Mangeney、Romain Gosmini、Sabine Raussou、Monique Commercon、Alexandre Alexakis

  DOI：10.1021/jo00086a045

  日期：1994.4

  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.