2-benzyl-6-ethoxy-4-phenyl-2,5-diazabicyclo<2.2.2>oct-5-en-3-one | 139268-42-1

• 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-benzyl-6-ethoxy-4-phenyl-2,5-diazabicyclo<2.2.2>oct-5-en-3-one
• 英文别名: 2-benzyl-6-ethoxy-4-phenyl-2,5-diazabicyclo[2.2.2]oct-5-en-3-one
• CAS: 139268-42-1
• 化学式: C₂₁H₂₂N₂O₂
• 分子量: 334.418
• InChiKey: CZNCOYRDHOTMJO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.52
• 重原子数：
  25.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  41.9
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-benzyl-6-ethoxy-4-phenyl-2,5-diazabicyclo<2.2.2>oct-5-en-3-one 在 sodium tetrahydroborate 、 四氯化锡 作用下， 以 乙二醇二甲醚 为溶剂， 反应 120.0h， 以30%的产率得到2-benzyl-4-phenyl-2,5-diazabicyclo<2.2.2>-octan-3-one
  参考文献：
  名称：

  Cycloadducts of ethene with 2(1H)-pyrazinones functionalisation and reduction to 2,5-diazabicyclo[2.2.2]octan-3-ones.

  摘要：

  The title compounds 4 were prepared via Diels-Alder reaction of 3,5-dichloro-2(1H)-pyrazinones 1 with ethene, followed by catalytic reduction of the iminochloride group generated in the cycloadducts 2. Substitution of the iminochloride group with various nucleophiles afforded the 6-functionalised analogues of 2. Their reduction can lead to 6-substituted derivatives of compounds 4. One example is given.

  DOI：

  10.1016/s0040-4020(01)96215-5
• 作为产物：
  描述：

  乙烯 、 sodium ethanolate 、 1-benzyl-5-chloro-3-phenyl-2(1H)-pyrazinone 以 乙醇 为溶剂， 80.0 ℃ 、2.53 MPa 条件下， 反应 64.0h， 以71%的产率得到2-benzyl-6-ethoxy-4-phenyl-2,5-diazabicyclo<2.2.2>oct-5-en-3-one
  参考文献：
  名称：

  Cycloadducts of ethene with 2(1H)-pyrazinones functionalisation and reduction to 2,5-diazabicyclo[2.2.2]octan-3-ones.

  摘要：

  The title compounds 4 were prepared via Diels-Alder reaction of 3,5-dichloro-2(1H)-pyrazinones 1 with ethene, followed by catalytic reduction of the iminochloride group generated in the cycloadducts 2. Substitution of the iminochloride group with various nucleophiles afforded the 6-functionalised analogues of 2. Their reduction can lead to 6-substituted derivatives of compounds 4. One example is given.

  DOI：

  10.1016/s0040-4020(01)96215-5

文献信息

• Cycloadducts of ethene with 2(1H)-pyrazinones functionalisation and reduction to 2,5-diazabicyclo[2.2.2]octan-3-ones.
  作者：Patrick K. Loosen、Masoumeh F. Khorasani、Suzanne M. Toppet、Georges J. Hoornaert

  DOI：10.1016/s0040-4020(01)96215-5

  日期：1991.11

  The title compounds 4 were prepared via Diels-Alder reaction of 3,5-dichloro-2(1H)-pyrazinones 1 with ethene, followed by catalytic reduction of the iminochloride group generated in the cycloadducts 2. Substitution of the iminochloride group with various nucleophiles afforded the 6-functionalised analogues of 2. Their reduction can lead to 6-substituted derivatives of compounds 4. One example is given.