ethyl 4-(5-bromopyrimidin-2-yl)-2-methyl-2-(methylsulfonyl)butanoate | 1358778-23-0

• 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: ethyl 4-(5-bromopyrimidin-2-yl)-2-methyl-2-(methylsulfonyl)butanoate
• 英文别名: Ethyl 4-(5-bromopyrimidin-2-yl)-2-methyl-2-(methylsulfonyl)butanoate；ethyl 4-(5-bromopyrimidin-2-yl)-2-methyl-2-methylsulfonylbutanoate
• CAS: 1358778-23-0
• 化学式: C₁₂H₁₇BrN₂O₄S
• 分子量: 365.248
• InChiKey: GIJBEYWTQAPFAY-UHFFFAOYSA-N

物化性质

• 沸点：
  506.9±50.0 °C(Predicted)
• 密度：
  1.469±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.54
• 重原子数：
  20.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  86.22
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  ethyl 4-(5-bromopyrimidin-2-yl)-2-methyl-2-(methylsulfonyl)butanoate 在 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 以100%的产率得到4-(5-bromopyrimidin-2-yl)-2-methyl-2-(methylsulfonyl)butanoic acid
  参考文献：
  名称：

  Pyridone Methylsulfone Hydroxamate LpxC Inhibitors for the Treatment of Serious Gram-Negative Infections

  摘要：

  The synthesis and biological activity of a new series of LpxC inhibitors represented by pyridone methylsulfone hydroxamate 2a is presented. Members of this series have improved solubility and free fraction when compared to compounds in the previously described biphenyl methylsulfone hydroxamate series, and they maintain superior Gram-negative antibacterial activity to comparator agents.

  DOI：

  10.1021/jm2014875
• 作为产物：
  描述：

  2-氯丙酸乙酯 在 caesium carbonate 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 21.5h， 生成 ethyl 4-(5-bromopyrimidin-2-yl)-2-methyl-2-(methylsulfonyl)butanoate
  参考文献：
  名称：

  Pyridone Methylsulfone Hydroxamate LpxC Inhibitors for the Treatment of Serious Gram-Negative Infections

  摘要：

  The synthesis and biological activity of a new series of LpxC inhibitors represented by pyridone methylsulfone hydroxamate 2a is presented. Members of this series have improved solubility and free fraction when compared to compounds in the previously described biphenyl methylsulfone hydroxamate series, and they maintain superior Gram-negative antibacterial activity to comparator agents.

  DOI：

  10.1021/jm2014875