1-[2-[[Oxido-di(propan-2-yloxy)phosphaniumyl]methoxy]ethyl]-5-pyridin-3-ylpyrimidine-2,4-dione | 937805-21-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 1-[2-[[Oxido-di(propan-2-yloxy)phosphaniumyl]methoxy]ethyl]-5-pyridin-3-ylpyrimidine-2,4-dione
• 英文别名: 1-[2-[[oxido-di(propan-2-yloxy)phosphaniumyl]methoxy]ethyl]-5-pyridin-3-ylpyrimidine-2,4-dione
• CAS: 937805-21-5
• 化学式: C₁₈H₂₆N₃O₆P
• 分子量: 411.395
• InChiKey: CBBKSBKTCLHZSG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  28
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  113
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1-[2-[[Oxido-di(propan-2-yloxy)phosphaniumyl]methoxy]ethyl]-5-pyridin-3-ylpyrimidine-2,4-dione 在 三甲基溴硅烷 、 水 作用下， 以 乙腈 为溶剂， 以78%的产率得到1-[2-(phosphonomethoxy)ethyl]-5-(pyridin-3-yl)uracil
  参考文献：
  名称：

  Pd-catalyzed Suzuki–Miyaura coupling reactions in the synthesis of 5-aryl-1-[2-(phosphonomethoxy)ethyl]uracils as potential multisubstrate inhibitors of thymidine phosphorylase

  摘要：

  5-aryl-1-[2-(phosphonomethoxy)ethyl]uracils were prepared via Pd-catalyzed Suzuki-Miyaura coupling reaction of the appropriate 5-bromouracil derivative with a series of arylboronic acids followed by deprotection. These compounds were designed as potential multisubstrate inhibitors of thymidine phosphorylase based on an assumption that the potential hydrophobic effect of the aryl groups might modify the inhibitory effect towards this enzyme and they may also demonstrate cytostatic activity. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.02.107
• 作为产物：
  描述：

  1-{2-[(diisopropoxyphosphoryl)methoxy]ethyl}uracil 在 四(三苯基膦)钯 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 、 sodium carbonate 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 为溶剂， 生成 1-[2-[[Oxido-di(propan-2-yloxy)phosphaniumyl]methoxy]ethyl]-5-pyridin-3-ylpyrimidine-2,4-dione
  参考文献：
  名称：

  Pd-catalyzed Suzuki–Miyaura coupling reactions in the synthesis of 5-aryl-1-[2-(phosphonomethoxy)ethyl]uracils as potential multisubstrate inhibitors of thymidine phosphorylase

  摘要：

  5-aryl-1-[2-(phosphonomethoxy)ethyl]uracils were prepared via Pd-catalyzed Suzuki-Miyaura coupling reaction of the appropriate 5-bromouracil derivative with a series of arylboronic acids followed by deprotection. These compounds were designed as potential multisubstrate inhibitors of thymidine phosphorylase based on an assumption that the potential hydrophobic effect of the aryl groups might modify the inhibitory effect towards this enzyme and they may also demonstrate cytostatic activity. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.02.107

文献信息

• Pd-catalyzed Suzuki–Miyaura coupling reactions in the synthesis of 5-aryl-1-[2-(phosphonomethoxy)ethyl]uracils as potential multisubstrate inhibitors of thymidine phosphorylase
  作者：Karel Pomeisl、Antonín Holý、Radek Pohl

  DOI：10.1016/j.tetlet.2007.02.107

  日期：2007.4

  5-aryl-1-[2-(phosphonomethoxy)ethyl]uracils were prepared via Pd-catalyzed Suzuki-Miyaura coupling reaction of the appropriate 5-bromouracil derivative with a series of arylboronic acids followed by deprotection. These compounds were designed as potential multisubstrate inhibitors of thymidine phosphorylase based on an assumption that the potential hydrophobic effect of the aryl groups might modify the inhibitory effect towards this enzyme and they may also demonstrate cytostatic activity. (c) 2007 Elsevier Ltd. All rights reserved.