1-benzyl-3,4-dihydroxy-2-oxo-4-(γ-pyridyl)piperidine | 446027-95-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 1-benzyl-3,4-dihydroxy-2-oxo-4-(γ-pyridyl)piperidine
• 英文别名: 1-Benzyl-3,4-dihydroxy-4-pyridin-4-ylpiperidin-2-one
• CAS: 446027-95-8
• 化学式: C₁₇H₁₈N₂O₃
• 分子量: 298.342
• InChiKey: CHFQBMCINUTITC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  73.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  乙酰氯 、 1-benzyl-3,4-dihydroxy-2-oxo-4-(γ-pyridyl)piperidine 在 乙酸酐 作用下， 以 苯 为溶剂， 反应 4.0h， 以85%的产率得到3,4-diacetoxy-1-benzyl-2-oxo-4-(γ-pyridyl)piperidine
  参考文献：
  名称：

  Oxidative reactions of azines

  摘要：

  Oxidative coupling of 1-alkyl(benzyl)-4-(gamma-Pyridyl)-1,2,5,6-tetrahydropyridines with acetone in the presence of KMnO4 follows two pathways and yields both 1-R-2-(acetylmethylene)tetrahydropyridines and 1-R-3,4-dihydroxypiperidin-2-ones. When acetonitrile is used instead of acetone, the reaction under similar conditions occurs as selective ketodihydroxylation of the starting piperideines yielding 1-R-3,4-dihydroxy-4(gamma-Pyridyl)piperidin-2-ones . The molecular and crystal structures of one of these products (R = Et) was studied by X-ray diffraction analysis.

  DOI：

  10.1007/bf02503786
• 作为产物：
  描述：

  1-benzyl-4,4'-bipyridin-1-ium chloride 在 sodium tetrahydroborate 、 potassium permanganate 、 sodium carbonate 作用下， 以 水 为溶剂， 生成 1-benzyl-3,4-dihydroxy-2-oxo-4-(γ-pyridyl)piperidine
  参考文献：
  名称：

  Oxidative reactions of azines

  摘要：

  Oxidative coupling of 1-alkyl(benzyl)-4-(gamma-Pyridyl)-1,2,5,6-tetrahydropyridines with acetone in the presence of KMnO4 follows two pathways and yields both 1-R-2-(acetylmethylene)tetrahydropyridines and 1-R-3,4-dihydroxypiperidin-2-ones. When acetonitrile is used instead of acetone, the reaction under similar conditions occurs as selective ketodihydroxylation of the starting piperideines yielding 1-R-3,4-dihydroxy-4(gamma-Pyridyl)piperidin-2-ones . The molecular and crystal structures of one of these products (R = Et) was studied by X-ray diffraction analysis.

  DOI：

  10.1007/bf02503786