[3-[[5-[(3-acetyloxyphenyl)methylidene]-3,6-dioxopiperazin-2-ylidene]methyl]phenyl] acetate | 7670-63-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: [3-[[5-[(3-acetyloxyphenyl)methylidene]-3,6-dioxopiperazin-2-ylidene]methyl]phenyl] acetate
• CAS: 7670-63-5
• 化学式: C₂₂H₁₈N₂O₆
• 分子量: 406.395
• InChiKey: KRSCQRVNDLWWEG-UHFFFAOYSA-N

物化性质

• 熔点：
  273 °C (decomp)
• 沸点：
  751.4±60.0 °C(Predicted)
• 密度：
  1.344±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.57
• 重原子数：
  30.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  118.32
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  [3-[[5-[(3-acetyloxyphenyl)methylidene]-3,6-dioxopiperazin-2-ylidene]methyl]phenyl] acetate 、 碘甲烷 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以50%的产率得到[3-[[5-[(3-acetyloxyphenyl)methylidene]-1,4-dimethyl-3,6-dioxopiperazin-2-ylidene]methyl]phenyl] acetate
  参考文献：
  名称：

  Diastereoselective Synthesis of Diketopiperazine Bis-α,β-epoxides

  摘要：

  Functionalized diketopiperazines (dioxopiperazines) are an important class of molecules in medicinal chemistry and material science. Herein we report a diastereoselective synthesis of diketopiperazine bis-alpha,beta-epoxides via the oxidation of exocyclic olefins. Although six diastereomers may be formed by this approach, only one or two of them were observed.

  DOI：

  10.1021/jo102096d
• 作为产物：
  描述：

  1,4-二乙酰基哌嗪-2,5-二酮 、 3-乙酰氧基苯甲醛 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.3h， 以68%的产率得到[3-[[5-[(3-acetyloxyphenyl)methylidene]-3,6-dioxopiperazin-2-ylidene]methyl]phenyl] acetate
  参考文献：
  名称：

  Diastereoselective Synthesis of Diketopiperazine Bis-α,β-epoxides

  摘要：

  Functionalized diketopiperazines (dioxopiperazines) are an important class of molecules in medicinal chemistry and material science. Herein we report a diastereoselective synthesis of diketopiperazine bis-alpha,beta-epoxides via the oxidation of exocyclic olefins. Although six diastereomers may be formed by this approach, only one or two of them were observed.

  DOI：

  10.1021/jo102096d

文献信息

• Diastereoselective Synthesis of Diketopiperazine Bis-α,β-epoxides
  作者：Shin Ando、Amy L. Grote、Kazunori Koide

  DOI：10.1021/jo102096d

  日期：2011.2.18

  Functionalized diketopiperazines (dioxopiperazines) are an important class of molecules in medicinal chemistry and material science. Herein we report a diastereoselective synthesis of diketopiperazine bis-alpha,beta-epoxides via the oxidation of exocyclic olefins. Although six diastereomers may be formed by this approach, only one or two of them were observed.