2-[(4-Methoxyphenyl)methyl]-1,4-dimethyl-2,5-diazabicyclo[2.2.2]octane-3,6-dione | 723335-09-9

• 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: 2-[(4-Methoxyphenyl)methyl]-1,4-dimethyl-2,5-diazabicyclo[2.2.2]octane-3,6-dione
• 英文别名: 2-[(4-methoxyphenyl)methyl]-1,4-dimethyl-2,5-diazabicyclo[2.2.2]octane-3,6-dione
• CAS: 723335-09-9
• 化学式: C₁₆H₂₀N₂O₃
• 分子量: 288.346
• InChiKey: AMIYCPQFNMPOCN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  58.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[(4-Methoxyphenyl)methyl]-1,4-dimethyl-2,5-diazabicyclo[2.2.2]octane-3,6-dione 在 盐酸 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  Acid catalysed methanolysis of 2,5-diazabicyclo[2.2.2]octane-3,6-diones: scope and limitations

  摘要：

  The selective methanolysis of 2,5-diazabicyclo[2.2.2]octane-3,6-dione systems is a key step in a synthetic procedure leading to 4-amino-6-oxo-2-piperidinecarboxylate systems. This reaction seems to be primarily governed by steric hindrance caused by the substituents at the 1 - and 4-bridgehead positions of the dione. In absence of bulky substituents the methanolysis is directed by the secondary or tertiary nature of the two lactam moieties. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.03.186
• 作为产物：
  描述：

  在 air moisture 作用下， 以 氯仿 为溶剂， 以64%的产率得到2-[(4-Methoxyphenyl)methyl]-1,4-dimethyl-2,5-diazabicyclo[2.2.2]octane-3,6-dione
  参考文献：
  名称：

  Acid catalysed methanolysis of 2,5-diazabicyclo[2.2.2]octane-3,6-diones: scope and limitations

  摘要：

  The selective methanolysis of 2,5-diazabicyclo[2.2.2]octane-3,6-dione systems is a key step in a synthetic procedure leading to 4-amino-6-oxo-2-piperidinecarboxylate systems. This reaction seems to be primarily governed by steric hindrance caused by the substituents at the 1 - and 4-bridgehead positions of the dione. In absence of bulky substituents the methanolysis is directed by the secondary or tertiary nature of the two lactam moieties. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.03.186

文献信息

• Acid catalysed methanolysis of 2,5-diazabicyclo[2.2.2]octane-3,6-diones: scope and limitations
  作者：Bie M.P. Verbist、Wim J. Smets、Wim M. De Borggraeve、Frans Compernolle、Georges J. Hoornaert

  DOI：10.1016/j.tetlet.2004.03.186

  日期：2004.5

  The selective methanolysis of 2,5-diazabicyclo[2.2.2]octane-3,6-dione systems is a key step in a synthetic procedure leading to 4-amino-6-oxo-2-piperidinecarboxylate systems. This reaction seems to be primarily governed by steric hindrance caused by the substituents at the 1 - and 4-bridgehead positions of the dione. In absence of bulky substituents the methanolysis is directed by the secondary or tertiary nature of the two lactam moieties. (C) 2004 Elsevier Ltd. All rights reserved.