(2E,7E)-ethyl 2-methyl-9-(1-methyl-1H-imidazol-2-yl)-9-oxonona-2,7-dienoate | 1360556-69-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (2E,7E)-ethyl 2-methyl-9-(1-methyl-1H-imidazol-2-yl)-9-oxonona-2,7-dienoate
• CAS: 1360556-69-9
• 化学式: C₁₆H₂₂N₂O₃
• 分子量: 290.362
• InChiKey: KPQLSTUCHKBLIL-IAQVKYGWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.84
• 重原子数：
  21.0
• 可旋转键数：
  8.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  61.19
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (2E,7E)-ethyl 2-methyl-9-(1-methyl-1H-imidazol-2-yl)-9-oxonona-2,7-dienoate 在 lithium tetrafluoroborate 、 tris(bipyridine)ruthenium(II) dichloride hexahydrate 、 N,N-二异丙基乙胺 作用下， 以 乙腈 为溶剂， 反应 24.0h， 生成 ethyl 6-methyl-7-(1-methyl-1H-imidazole-2-carbonyl)bicyclo[3.2.0]heptane-6-carboxylate 、 ethyl 6-methyl-7-(1-methyl-1H-imidazole-2-carbonyl)bicyclo[3.2.0]heptane-6-carboxylate
  参考文献：
  名称：

  Photocatalytic [2 + 2] Cycloadditions of Enones with Cleavable Redox Auxiliaries

  摘要：

  alpha,beta-Unsaturated 2-imidazolyl ketones undergo [2 + 2] cycloaddition with a variety of Michael acceptors upon irradiation with visible light in the presence of Ru(bpy)(3)(2+). Cleavage of the imidazolyl auxiliary from the cycloadducts affords cyclobutane carboxamides, esters, thioesters, and acids that would not be accessible from direct cycloaddition of the corresponding unsaturated carbonyl compounds.

  DOI：

  10.1021/ol3000298
• 作为产物：
  描述：

  1-(1-methyl-1H-imidazole-2-yl)-2-(triphenylphosphoranylidene)-ethanone 以 二氯甲烷 、 水 为溶剂， 生成 (2E,7E)-ethyl 2-methyl-9-(1-methyl-1H-imidazol-2-yl)-9-oxonona-2,7-dienoate
  参考文献：
  名称：

  Photocatalytic [2 + 2] Cycloadditions of Enones with Cleavable Redox Auxiliaries

  摘要：

  alpha,beta-Unsaturated 2-imidazolyl ketones undergo [2 + 2] cycloaddition with a variety of Michael acceptors upon irradiation with visible light in the presence of Ru(bpy)(3)(2+). Cleavage of the imidazolyl auxiliary from the cycloadducts affords cyclobutane carboxamides, esters, thioesters, and acids that would not be accessible from direct cycloaddition of the corresponding unsaturated carbonyl compounds.

  DOI：

  10.1021/ol3000298