4-(bromomethyl)-2-oxoazetidin-1-yl 4-nitrobenzenesulfonate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酰胺类
• 英文名称: 4-(bromomethyl)-2-oxoazetidin-1-yl 4-nitrobenzenesulfonate
• 英文别名: [2-(Bromomethyl)-4-oxoazetidin-1-yl] 4-nitrobenzenesulfonate；[2-(bromomethyl)-4-oxoazetidin-1-yl] 4-nitrobenzenesulfonate
• 化学式: C₁₀H₉BrN₂O₆S
• 分子量: 365.161
• InChiKey: URHMPWIRCVLXQL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  118
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-(溴甲基)-N-羟基-2-氮杂环丁酮 、 对硝基苯磺酰氯 在 N,N-二异丙基乙胺 作用下， 以 乙腈 为溶剂， 反应 0.17h， 以51%的产率得到4-(bromomethyl)-2-oxoazetidin-1-yl 4-nitrobenzenesulfonate
  参考文献：
  名称：

  Syntheses and studies of new forms of N-sulfonyloxy β-lactams as potential antibacterial agents and β-lactamase inhibitors

  摘要：

  The synthesis of a small library of N-sulfonyloxy-2-azetidinones is reported and the preliminary results of the investigation of the biological activity of these molecules are discussed. These new multi-electrophilic beta-lactams ('electrophilic bombs') display unexpected selectivity in their antibacterial activity and beta-lactamase inhibitory activity.[GRAPHICS](c) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.08.005

文献信息

• Syntheses and studies of new forms of N-sulfonyloxy β-lactams as potential antibacterial agents and β-lactamase inhibitors
  作者：Serena Carosso、Marvin J. Miller

  DOI：10.1016/j.bmc.2015.08.005

  日期：2015.9

  The synthesis of a small library of N-sulfonyloxy-2-azetidinones is reported and the preliminary results of the investigation of the biological activity of these molecules are discussed. These new multi-electrophilic beta-lactams ('electrophilic bombs') display unexpected selectivity in their antibacterial activity and beta-lactamase inhibitory activity.[GRAPHICS](c) 2015 Elsevier Ltd. All rights reserved.