2-fluoro-1-{N-(t-butoxycarbonyl)piperidinyl-4-oxy}-4-(benzyloxycarbonylamino)benzene | 250372-19-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-fluoro-1-{N-(t-butoxycarbonyl)piperidinyl-4-oxy}-4-(benzyloxycarbonylamino)benzene
• 英文别名: tert-butyl 4-[2-fluoro-4-(phenylmethoxycarbonylamino)phenoxy]piperidine-1-carboxylate
• CAS: 250372-19-1
• 化学式: C₂₄H₂₉FN₂O₅
• 分子量: 444.503
• InChiKey: UKQSEQNWBDSUSG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.35
• 重原子数：
  32.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  77.1
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2-fluoro-1-{N-(t-butoxycarbonyl)piperidinyl-4-oxy}-4-(benzyloxycarbonylamino)benzene 在 正丁基锂 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 4.0h， 生成 tert-butyl 4-[2-fluoro-4-((5R)-5-{[(methylsulfonyl)oxy]methyl}-2-oxo-1,3-oxazolidin-3-yl)phenoxy]piperidine-1-carboxylate
  参考文献：
  名称：

  Novel piperidinyloxy oxazolidinone antibacterial agents. Diversification of the N -Substituent

  摘要：

  Oxazolidinone antibacterial agents, where the morpholino group of linezolid was replaced with an N-substituted piperidinyloxy moiety, were synthesized and shogun to be active against a variety of resistant and susceptible Gram-positive organisms. The functionality attached to the piperidine nitrogen vas varied extensively to determine the SAR for this series. One of the most potent compounds. 11, showed in vivo efficacy upon subcutaneous administration in a Staphylococcus aureus Smith murine systemic infection. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00065-2
• 作为产物：
  描述：

  4-(2-氟-4-硝基苯氧基)哌啶-1-羧酸叔丁酯 在 palladium on activated charcoal ammonium formate 、 碳酸氢钠 作用下， 以 甲醇 、 水 、 丙酮 为溶剂， 反应 8.0h， 生成 2-fluoro-1-{N-(t-butoxycarbonyl)piperidinyl-4-oxy}-4-(benzyloxycarbonylamino)benzene
  参考文献：
  名称：

  Novel piperidinyloxy oxazolidinone antibacterial agents. Diversification of the N -Substituent

  摘要：

  Oxazolidinone antibacterial agents, where the morpholino group of linezolid was replaced with an N-substituted piperidinyloxy moiety, were synthesized and shogun to be active against a variety of resistant and susceptible Gram-positive organisms. The functionality attached to the piperidine nitrogen vas varied extensively to determine the SAR for this series. One of the most potent compounds. 11, showed in vivo efficacy upon subcutaneous administration in a Staphylococcus aureus Smith murine systemic infection. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00065-2