methyl (E)-2-[(3-benzyl-2,4-dioxopyrimidin-1-yl)methyl]-3-(2-bromophenyl)prop-2-enoate | 1354826-66-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: methyl (E)-2-[(3-benzyl-2,4-dioxopyrimidin-1-yl)methyl]-3-(2-bromophenyl)prop-2-enoate
• CAS: 1354826-66-6
• 化学式: C₂₂H₁₉BrN₂O₄
• 分子量: 455.308
• InChiKey: MGHZCVKVOVCNFR-QGOAFFKASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  66.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl (E)-2-[(3-benzyl-2,4-dioxopyrimidin-1-yl)methyl]-3-(2-bromophenyl)prop-2-enoate 在 ammonium cerium (IV) nitrate 、 四丁基溴化铵 、 potassium acetate 、 palladium diacetate 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 3.5h， 生成 dimethyl 2-(3-benzyl-7-(methoxycarbonyl)-2,4-dioxo-2,3,4,6-tetrahydrobenzo[c]pyrimido[1,6-a]azepin-1-yl)-2-methoxymalonate
  参考文献：
  名称：

  Palladium-catalyzed synthesis of benzo[c]pyrimido[1,6-a]azepine scaffold from Morita–Baylis–Hillman adducts: intramolecular 6-arylation of uracil nucleus

  摘要：

  Palladium-catalyzed intramolecular arylation at the C-6 position of uracil moiety was examined. Morita-Baylis-Hillman adducts bearing an uracil moiety at the primary position served an efficient way to a benzo[c]pyrimido[1,6-a]azepine scaffold. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.11.085
• 作为产物：
  描述：

  methyl 2-(acetoxy(2-bromophenyl)methyl)acrylate 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 生成 methyl (E)-2-[(3-benzyl-2,4-dioxopyrimidin-1-yl)methyl]-3-(2-bromophenyl)prop-2-enoate
  参考文献：
  名称：

  Palladium-catalyzed synthesis of benzo[c]pyrimido[1,6-a]azepine scaffold from Morita–Baylis–Hillman adducts: intramolecular 6-arylation of uracil nucleus

  摘要：

  Palladium-catalyzed intramolecular arylation at the C-6 position of uracil moiety was examined. Morita-Baylis-Hillman adducts bearing an uracil moiety at the primary position served an efficient way to a benzo[c]pyrimido[1,6-a]azepine scaffold. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.11.085

文献信息

• Palladium-catalyzed synthesis of benzo[c]pyrimido[1,6-a]azepine scaffold from Morita–Baylis–Hillman adducts: intramolecular 6-arylation of uracil nucleus
  作者：Hyun Seung Lee、Ko Hoon Kim、Se Hee Kim、Jae Nyoung Kim

  DOI：10.1016/j.tetlet.2011.11.085

  日期：2012.2

  Palladium-catalyzed intramolecular arylation at the C-6 position of uracil moiety was examined. Morita-Baylis-Hillman adducts bearing an uracil moiety at the primary position served an efficient way to a benzo[c]pyrimido[1,6-a]azepine scaffold. (C) 2011 Elsevier Ltd. All rights reserved.