O-methyl N-[[(5S)-3-(4-acetyl-3-fluorophenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl]carbamothioate | 939962-28-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: O-methyl N-[[(5S)-3-(4-acetyl-3-fluorophenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl]carbamothioate
• CAS: 939962-28-4
• 化学式: C₁₄H₁₅FN₂O₄S
• 分子量: 326.349
• InChiKey: QOEHQZPFPMPPGR-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  100
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  吡啶-2-甲醛 、 O-methyl N-[[(5S)-3-(4-acetyl-3-fluorophenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl]carbamothioate 在 正丁基锂 、 二异丙胺 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 12.5h， 以12 mg的产率得到(3-{3-fluoro-4-[3-(pyridin-2-yl)-acryloyl]-phenyl}-2-oxo-oxazolidin-5-ylmethyl)thiocarbamic acid O-methyl ester
  参考文献：
  名称：

  Synthesis, SAR and antibacterial studies on novel chalcone oxazolidinone hybrids

  摘要：

  With an intention to synergise the antibacterial activity of chalcones and oxazolidinones, several hybrid compounds possessing both chalcone and oxazolidinone moieties were synthesized and tested for antibacterial activity. The hybrid molecules containing heterocycles instead of aromatic ring were found to be active. A SAR study with various heterocycles resulted in a lead molecule 20, which was converted to one of the potent antibacterial compounds 27. (c) 2006 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2006.10.013
• 作为产物：
  描述：

  (S)-N-<<3-(4-acetyl-3-fluorophenyl)-2-oxo-5-oxazolidinyl>methyl>acetamide 在 盐酸 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 生成 O-methyl N-[[(5S)-3-(4-acetyl-3-fluorophenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl]carbamothioate
  参考文献：
  名称：

  Synthesis, SAR and antibacterial studies on novel chalcone oxazolidinone hybrids

  摘要：

  With an intention to synergise the antibacterial activity of chalcones and oxazolidinones, several hybrid compounds possessing both chalcone and oxazolidinone moieties were synthesized and tested for antibacterial activity. The hybrid molecules containing heterocycles instead of aromatic ring were found to be active. A SAR study with various heterocycles resulted in a lead molecule 20, which was converted to one of the potent antibacterial compounds 27. (c) 2006 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2006.10.013