ethyl 1-(3-methyl-2-oxopentanoyl)piperidine-2-carboxylate | 1260218-27-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: ethyl 1-(3-methyl-2-oxopentanoyl)piperidine-2-carboxylate
• CAS: 1260218-27-6
• 化学式: C₁₄H₂₃NO₄
• 分子量: 269.341
• InChiKey: ZYVJHLXUFUBLKC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  63.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 1-(3-methyl-2-oxopentanoyl)piperidine-2-carboxylate 在 lithium hydroxide 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以67%的产率得到1-(3-methyl-2-oxopentanoyl)piperidine-2-carboxylic acid
  参考文献：
  名称：

  Pipecolic Acid Derivatives As Small-Molecule Inhibitors of the Legionella MIP Protein

  摘要：

  The macrophage infectivity potentiator (MIP) protein is a major virulence factor of Legionella pneumophila, the causative agent of Legionnaires' disease MIP belongs to the FK506-binding proteins (FKBP) and is necessary for optimal intracellular survival and lung tissue dissemination of L pneumophila We aimed to identify new small-molecule inhibitors of MIP by starting from known FKBP12 ligands Computational analysis, synthesis, and biological testing of pipecolic acid derivatives revealed a promising scaffold for new MIP inhibitors

  DOI：

  10.1021/jm101156y
• 作为产物：
  描述：

  2-哌啶甲酸乙酯盐酸盐 、 3-Methyl-2-oxopentanoyl chloride 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 以20%的产率得到ethyl 1-(3-methyl-2-oxopentanoyl)piperidine-2-carboxylate
  参考文献：
  名称：

  Pipecolic Acid Derivatives As Small-Molecule Inhibitors of the Legionella MIP Protein

  摘要：

  The macrophage infectivity potentiator (MIP) protein is a major virulence factor of Legionella pneumophila, the causative agent of Legionnaires' disease MIP belongs to the FK506-binding proteins (FKBP) and is necessary for optimal intracellular survival and lung tissue dissemination of L pneumophila We aimed to identify new small-molecule inhibitors of MIP by starting from known FKBP12 ligands Computational analysis, synthesis, and biological testing of pipecolic acid derivatives revealed a promising scaffold for new MIP inhibitors

  DOI：

  10.1021/jm101156y

文献信息

• Pipecolic Acid Derivatives As Small-Molecule Inhibitors of the <i>Legionella</i> MIP Protein
  作者：Christina Juli、Martin Sippel、Jens Jäger、Alexandra Thiele、Matthias Weiwad、Kristian Schweimer、Paul Rösch、Michael Steinert、Christoph A. Sotriffer、Ulrike Holzgrabe

  DOI：10.1021/jm101156y

  日期：2011.1.13

  The macrophage infectivity potentiator (MIP) protein is a major virulence factor of Legionella pneumophila, the causative agent of Legionnaires' disease MIP belongs to the FK506-binding proteins (FKBP) and is necessary for optimal intracellular survival and lung tissue dissemination of L pneumophila We aimed to identify new small-molecule inhibitors of MIP by starting from known FKBP12 ligands Computational analysis, synthesis, and biological testing of pipecolic acid derivatives revealed a promising scaffold for new MIP inhibitors