N-[[(5S)-3-[3-fluoro-4-[4-[methyl-[(5-nitrofuran-2-yl)methyl]amino]piperidin-1-yl]phenyl]-2-oxo-1,3-oxazolidin-5-yl]methyl]acetamide

• 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: N-[[(5S)-3-[3-fluoro-4-[4-[methyl-[(5-nitrofuran-2-yl)methyl]amino]piperidin-1-yl]phenyl]-2-oxo-1,3-oxazolidin-5-yl]methyl]acetamide
• 化学式: C₂₃H₂₈FN₅O₆
• 分子量: 489.504
• InChiKey: PXIAKDMITRSHPH-IBGZPJMESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  35
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  124
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  3,4-二氟硝基苯 在 palladium on activated charcoal 正丁基锂 、 sodium azide 、 TEA 、 氢气 、 四丁基碘化铵 、 三乙酰氧基硼氢化钠 、 sodium hydride 、 碳酸氢钠 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， -78.0~80.0 ℃ 、379.21 kPa 条件下， 反应 1.5h， 生成 N-[[(5S)-3-[3-fluoro-4-[4-[methyl-[(5-nitrofuran-2-yl)methyl]amino]piperidin-1-yl]phenyl]-2-oxo-1,3-oxazolidin-5-yl]methyl]acetamide
  参考文献：
  名称：

  Synthesis and SAR of novel oxazolidinones: Discovery of ranbezolid

  摘要：

  Novel oxazolidinones were synthesized containing a number of substituted five-membered heterocycles attached to the 'piperazinyl-phenyl-oxazolidinone' core of eperezolid. Further, the piperazine ring of the core was replaced by other diamino-heterocycles. These modifications led to several compounds with potent activity against a spectrum of resistant and susceptible Gram-positive organisms, along with the identification of ranbezolid (RBx 7644) as a clinical candidate. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.06.063

文献信息

• Synthesis and SAR of novel oxazolidinones: Discovery of ranbezolid
  作者：Biswajit Das、Sonali Rudra、Ajay Yadav、Abhijit Ray、A.V.S. Raja Rao、A.S.S.V. Srinivas、Ajay Soni、Suman Saini、Shalini Shukla、Manisha Pandya、Pragya Bhateja、Sunita Malhotra、Tarun Mathur、S.K. Arora、Ashok Rattan、Anita Mehta

  DOI：10.1016/j.bmcl.2005.06.063

  日期：2005.10

  Novel oxazolidinones were synthesized containing a number of substituted five-membered heterocycles attached to the 'piperazinyl-phenyl-oxazolidinone' core of eperezolid. Further, the piperazine ring of the core was replaced by other diamino-heterocycles. These modifications led to several compounds with potent activity against a spectrum of resistant and susceptible Gram-positive organisms, along with the identification of ranbezolid (RBx 7644) as a clinical candidate. (c) 2005 Elsevier Ltd. All rights reserved.