(R)-3-(3,5-difluoro-4-[1,4]oxazepan-4-yl-phenyl)-5-(4-trimethylsilanylethynyl-[1,2,3]triazol-1-ylmethyl)-oxazolidin-2-one | 1119568-99-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (R)-3-(3,5-difluoro-4-[1,4]oxazepan-4-yl-phenyl)-5-(4-trimethylsilanylethynyl-[1,2,3]triazol-1-ylmethyl)-oxazolidin-2-one
• 英文别名: (5R)-3-[3,5-difluoro-4-(1,4-oxazepan-4-yl)phenyl]-5-[[4-(2-trimethylsilylethynyl)triazol-1-yl]methyl]-1,3-oxazolidin-2-one
• CAS: 1119568-99-8
• 化学式: C₂₂H₂₇F₂N₅O₃Si
• 分子量: 475.57
• InChiKey: XHCAZAJLLJMILQ-SFHVURJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.04
• 重原子数：
  33
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  72.7
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (R)-3-(3,5-difluoro-4-[1,4]oxazepan-4-yl-phenyl)-5-(4-trimethylsilanylethynyl-[1,2,3]triazol-1-ylmethyl)-oxazolidin-2-one 在 potassium hydroxide 作用下， 以 甲醇 为溶剂， 以92%的产率得到(R)-3-(3,5-difluoro-4-[1,4]oxazepan-4-yl-phenyl)-5-(4-ethynyl-[1,2,3]triazol-1-ylmethyl)-oxazolidin-2-one
  参考文献：
  名称：

  Synthesis and structure–activity studies of novel homomorpholine oxazolidinone antibacterial agents

  摘要：

  A novel series of oxazolidinones were synthesized in which the morpholine C-ring of linezolid was replaced with homomorpholine. In addition to investigating the effect of a homomorpholine C-ring on antibacterial activity, the effect of des-, mono-, di-, and tri-fluoro substitution on the phenyl B-ring was investigated as well. Various C-5 functional groups were also examined, including acetamides and triazoles and carboxamides. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.02.052
• 作为产物：
  描述：

  3,5-difluoro-4-[1,4]oxazepan-4-yl-phenylamine 在 吡啶 、 2,6-二甲基吡啶 、 copper(l) iodide 、 正丁基锂 、 sodium azide 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 (R)-3-(3,5-difluoro-4-[1,4]oxazepan-4-yl-phenyl)-5-(4-trimethylsilanylethynyl-[1,2,3]triazol-1-ylmethyl)-oxazolidin-2-one
  参考文献：
  名称：

  Synthesis and structure–activity studies of novel homomorpholine oxazolidinone antibacterial agents

  摘要：

  A novel series of oxazolidinones were synthesized in which the morpholine C-ring of linezolid was replaced with homomorpholine. In addition to investigating the effect of a homomorpholine C-ring on antibacterial activity, the effect of des-, mono-, di-, and tri-fluoro substitution on the phenyl B-ring was investigated as well. Various C-5 functional groups were also examined, including acetamides and triazoles and carboxamides. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.02.052

文献信息

• WO2007/644
  申请人：——

  公开号：——

  公开（公告）日：——
• Synthesis and structure–activity studies of novel homomorpholine oxazolidinone antibacterial agents
  作者：Ji-Young Kim、Frederick E. Boyer、Allison L. Choy、Michael D. Huband、Paul J. Pagano、J.V.N. Vara Prasad

  DOI：10.1016/j.bmcl.2008.02.052

  日期：2009.1

  A novel series of oxazolidinones were synthesized in which the morpholine C-ring of linezolid was replaced with homomorpholine. In addition to investigating the effect of a homomorpholine C-ring on antibacterial activity, the effect of des-, mono-, di-, and tri-fluoro substitution on the phenyl B-ring was investigated as well. Various C-5 functional groups were also examined, including acetamides and triazoles and carboxamides. (C) 2008 Elsevier Ltd. All rights reserved.