4-羟基-1-哌啶-4-吡咯烷-2-酮 | 941672-66-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 中文名称: 4-羟基-1-哌啶-4-吡咯烷-2-酮
• 英文名称: 4-hydroxy-1-piperidin-4-ylpyrrolidin-2-one
• 英文别名: 4-Hydroxy-1-piperidin-4-YL-pyrrolidin-2-one
• CAS: 941672-66-8
• 化学式: C₉H₁₆N₂O₂
• mdl: MFCD09800476
• 分子量: 184.238
• InChiKey: HIQIXEFWDLTDED-UHFFFAOYSA-N

物化性质

• 熔点：
  57.5 °C
• 沸点：
  382.5±42.0 °C(Predicted)
• 密度：
  1.233±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.888
• 拓扑面积：
  52.6
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2933790090

反应信息

• 作为产物：
  描述：

  1-(1-benzylpiperidin-4-yl)-4-hydroxypyrrolidin-2-one 在 palladium hydroxide 10 wt. % on activated carbon 、 氢气 作用下， 以 乙醇 为溶剂， 以98%的产率得到4-羟基-1-哌啶-4-吡咯烷-2-酮
  参考文献：
  名称：

  High-Yielding Syntheses of 1-Piperidin-4-yl Butyro- and Valerolactams through a Tandem Reductive Amination−Lactamization (Reductive Lactamization)

  摘要：

  We report a procedure for the concise and high-yielding syntheses of 1-piperidin-4-yl-substituted butyro- and valerolactams. Beginning with 1-benzyl-4-piperidone and gamma- or delta-amino esters or acids, we have effected a tandem reductive amination-lactamization using sodium triacetoxyborohydride. This procedure represents an inexpensive and scaleable alternative to previous multistep syntheses of these important pharmaceutical building blocks.

  DOI：

  10.1021/op700016b

文献信息

• High-Yielding Syntheses of 1-Piperidin-4-yl Butyro- and Valerolactams through a Tandem Reductive Amination−Lactamization (Reductive Lactamization)
  作者：Christopher M. Mapes、Neelakandha S. Mani

  DOI：10.1021/op700016b

  日期：2007.5.1

  We report a procedure for the concise and high-yielding syntheses of 1-piperidin-4-yl-substituted butyro- and valerolactams. Beginning with 1-benzyl-4-piperidone and gamma- or delta-amino esters or acids, we have effected a tandem reductive amination-lactamization using sodium triacetoxyborohydride. This procedure represents an inexpensive and scaleable alternative to previous multistep syntheses of these important pharmaceutical building blocks.