Trifluoro-methanesulfonic acid 1-{4-[(S)-5-(acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-2-fluoro-phenyl}-1,2,3,6-tetrahydro-pyridin-4-yl ester | 640290-76-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: Trifluoro-methanesulfonic acid 1-{4-[(S)-5-(acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-2-fluoro-phenyl}-1,2,3,6-tetrahydro-pyridin-4-yl ester
• CAS: 640290-76-2
• 化学式: C₁₈H₁₉F₄N₃O₆S
• 分子量: 481.425
• InChiKey: SZVCYJPSDBEGER-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.25
• 重原子数：
  32.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  105.25
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  Trifluoro-methanesulfonic acid 1-{4-[(S)-5-(acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-2-fluoro-phenyl}-1,2,3,6-tetrahydro-pyridin-4-yl ester 在 N-甲基吡咯烷酮 tris-(dibenzylideneacetone)dipalladium(0) 、 indium(III) bromide 、 potassium carbonate 、 三苯基膦 、 zinc(II) chloride 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 为溶剂， 反应 72.0h， 生成 5-(1-{4-[(S)-5-(Acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-2-fluoro-phenyl}-1,2,3,6-tetrahydro-pyridin-4-yl)-isoxazole-3-carboxylic acid dimethylamide
  参考文献：
  名称：

  Synthesis and in vitro activity of novel isoxazolyl tetrahydropyridinyl oxazolidinone antibacterial agents

  摘要：

  A series of isoxazolyl tetrahydropyridinyl oxazolidinones with various substituents at the 3-position of the isoxazole ring have been synthesized and their in vitro antibacterial activities (MIC) were evaluated against several Gram-positive strains including the resistant strains of Staphlyloccus and Enterococcus, such as MRSA and VRE. One of the most potent compounds synthesized, 4f, showed comparable or better activity against selected bacterial strains than those of linezolid and vancomycin. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.08.021
• 作为产物：
  描述：

  N-苯基双(三氟甲烷磺酰)亚胺 、 N-[3-{3-fluoro-4-(4-oxo-piperidin-1-yl)-phenyl}-2-oxo-oxazolidin-5-ylmethyl]-acetamide 在 六甲基磷酰三胺 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 4.5h， 以37%的产率得到Trifluoro-methanesulfonic acid 1-{4-[(S)-5-(acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-2-fluoro-phenyl}-1,2,3,6-tetrahydro-pyridin-4-yl ester
  参考文献：
  名称：

  Synthesis and in vitro activity of novel isoxazolyl tetrahydropyridinyl oxazolidinone antibacterial agents

  摘要：

  A series of isoxazolyl tetrahydropyridinyl oxazolidinones with various substituents at the 3-position of the isoxazole ring have been synthesized and their in vitro antibacterial activities (MIC) were evaluated against several Gram-positive strains including the resistant strains of Staphlyloccus and Enterococcus, such as MRSA and VRE. One of the most potent compounds synthesized, 4f, showed comparable or better activity against selected bacterial strains than those of linezolid and vancomycin. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.08.021