5-[4-(2,6-Dimethylphenoxy)but-2-ynoxy]-1,3-dimethylpyrimidine-2,4-dione | 1044220-78-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5-[4-(2,6-Dimethylphenoxy)but-2-ynoxy]-1,3-dimethylpyrimidine-2,4-dione
• 英文别名: 5-[4-(2,6-dimethylphenoxy)but-2-ynoxy]-1,3-dimethylpyrimidine-2,4-dione
• CAS: 1044220-78-1
• 化学式: C₁₈H₂₀N₂O₄
• 分子量: 328.368
• InChiKey: YEWPKGSFZHKUNF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  59.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-[4-(2,6-Dimethylphenoxy)but-2-ynoxy]-1,3-dimethylpyrimidine-2,4-dione 在 palladium diacetate 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.75h， 以99%的产率得到7-(2,6-dimethylphenoxy)-1,3,8-trimethyl-6H-pyrano[3,2-d]pyrimidine-2,4-dione
  参考文献：
  名称：

  Regioselective synthesis of pyrano[3,2-c]pyrimidine derivatives via a palladium-catalyzed unusual [1,3] aryloxy shift and cycloisomerization: first report of a [1,3] shift of an aryloxy group

  摘要：

  Uracil-annulated pyrano heterocycles are regioselectively synthesized in excellent yields (92-100%) via a palladium-catalyzed unusual [1,3] aryloxy shift followed by 6-endo dig cyclization and [1,3] prototropic shift. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.05.019
• 作为产物：
  描述：

  5-羟基-1,3-二甲基嘧啶-2,4-二酮 、 2-(4-Chlorobut-2-ynoxy)-1,3-dimethylbenzene 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 以90%的产率得到5-[4-(2,6-Dimethylphenoxy)but-2-ynoxy]-1,3-dimethylpyrimidine-2,4-dione
  参考文献：
  名称：

  Regioselective synthesis of pyrano[3,2-c]pyrimidine derivatives via a palladium-catalyzed unusual [1,3] aryloxy shift and cycloisomerization: first report of a [1,3] shift of an aryloxy group

  摘要：

  Uracil-annulated pyrano heterocycles are regioselectively synthesized in excellent yields (92-100%) via a palladium-catalyzed unusual [1,3] aryloxy shift followed by 6-endo dig cyclization and [1,3] prototropic shift. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.05.019

文献信息

• Regioselective synthesis of pyrano[3,2-c]pyrimidine derivatives via a palladium-catalyzed unusual [1,3] aryloxy shift and cycloisomerization: first report of a [1,3] shift of an aryloxy group
  作者：K.C. Majumdar、B. Sinha、B. Chattopadhyay、K. Ray

  DOI：10.1016/j.tetlet.2008.05.019

  日期：2008.7

  Uracil-annulated pyrano heterocycles are regioselectively synthesized in excellent yields (92-100%) via a palladium-catalyzed unusual [1,3] aryloxy shift followed by 6-endo dig cyclization and [1,3] prototropic shift. (C) 2008 Elsevier Ltd. All rights reserved.