4-[3-(4-benzyloxyphenyl)-3-oxopropanoyl]piperidine-1-carboxylic acid tert-butyl ester | 736150-23-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-[3-(4-benzyloxyphenyl)-3-oxopropanoyl]piperidine-1-carboxylic acid tert-butyl ester
• CAS: 736150-23-5
• 化学式: C₂₆H₃₁NO₅
• 分子量: 437.536
• InChiKey: VLMKUCRZPPCBQX-UHFFFAOYSA-N

物化性质

• 沸点：
  588.4±50.0 °C(Predicted)
• 密度：
  1.161±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.05
• 重原子数：
  32.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  72.91
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4-[3-(4-benzyloxyphenyl)-3-oxopropanoyl]piperidine-1-carboxylic acid tert-butyl ester 在 一水合肼 、 三氟乙酸 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 18.0h， 生成 3-(Piperidyl-4)-5-(4-benzyloxyphenyl)pyrazole
  参考文献：
  名称：

  Synthesis and Antibacterial Activity of a Novel Series of Potent DNA Gyrase Inhibitors. Pyrazole Derivatives

  摘要：

  We have previously found that a pyrazole derivative 1 possesses antibacterial activity and inhibitory activity against DNA gyrase and topoisomerase TV. Here, we synthesized new pyrazole derivatives and found that 5-[(E)-2-(5-chloroindol-3-yl)vinyl]pyrazole 16 possesses potent antibacterial activity and selective inhibitory activity against bacterial topoisomerases. Many of the synthesized pyrazole derivatives were potent against clinically isolated quinolone- or coumarin-resistant Gram-positive strains and had minimal inhibitory concentration values against these strains equivalent to those against susceptible strains.

  DOI：

  10.1021/jm030394f
• 作为产物：
  描述：

  4-苯甲氧基苯乙酮 、 1-Boc-4-哌啶甲酸 在 lithium diisopropyl amide 、 N,N'-羰基二咪唑 作用下， 以 四氢呋喃 为溶剂， 反应 12.5h， 以95%的产率得到4-[3-(4-benzyloxyphenyl)-3-oxopropanoyl]piperidine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Synthesis and Antibacterial Activity of a Novel Series of Potent DNA Gyrase Inhibitors. Pyrazole Derivatives

  摘要：

  We have previously found that a pyrazole derivative 1 possesses antibacterial activity and inhibitory activity against DNA gyrase and topoisomerase TV. Here, we synthesized new pyrazole derivatives and found that 5-[(E)-2-(5-chloroindol-3-yl)vinyl]pyrazole 16 possesses potent antibacterial activity and selective inhibitory activity against bacterial topoisomerases. Many of the synthesized pyrazole derivatives were potent against clinically isolated quinolone- or coumarin-resistant Gram-positive strains and had minimal inhibitory concentration values against these strains equivalent to those against susceptible strains.

  DOI：

  10.1021/jm030394f