3-{3-fluoro-4-morpholinophenyl}-5-(tetrahydro-2H-2-pyranyloxy-methyl)-2-oxazolidinone | 513068-92-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: 3-{3-fluoro-4-morpholinophenyl}-5-(tetrahydro-2H-2-pyranyloxy-methyl)-2-oxazolidinone
• 英文别名: 3-(3-Fluoro-4-morpholin-4-ylphenyl)-5-(oxan-2-yloxymethyl)-1,3-oxazolidin-2-one
• CAS: 513068-92-3
• 化学式: C₁₉H₂₅FN₂O₅
• 分子量: 380.416
• InChiKey: WJKRQCKVPABMSQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  60.5
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3-{3-fluoro-4-morpholinophenyl}-5-(tetrahydro-2H-2-pyranyloxy-methyl)-2-oxazolidinone 在 4-甲基苯磺酸吡啶 作用下， 以 乙醇 为溶剂， 反应 0.5h， 以80%的产率得到3-(3-fluoro-4-morpholin-4-yl-phenyl)-5-hydroxymethyl-oxazolidin-2-one
  参考文献：
  名称：

  Highly Efficient CuI-Catalyzed Coupling of Aryl Bromides with Oxazolidinones Using Buchwald's Protocol:  A Short Route to Linezolid and Toloxatone

  摘要：

  [GRAPHICS]Coupling of a variety of substituted aryl bromides with oxazolidinones has been achieved using the Buchwald protocol for the amidation of aryl halides. This procedure is exemplified by the synthesis of two medicinally important molecules, linezolid and toloxatone.

  DOI：

  10.1021/ol026902h
• 作为产物：
  描述：

  3-氟-4-(4-吗啉基)苯胺 在 copper(l) iodide 、 (1S,2S)-(+)-1,2-环己二胺 、 亚硝酸 、 potassium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 反应 15.0h， 生成 3-{3-fluoro-4-morpholinophenyl}-5-(tetrahydro-2H-2-pyranyloxy-methyl)-2-oxazolidinone
  参考文献：
  名称：

  Highly Efficient CuI-Catalyzed Coupling of Aryl Bromides with Oxazolidinones Using Buchwald's Protocol:  A Short Route to Linezolid and Toloxatone

  摘要：

  [GRAPHICS]Coupling of a variety of substituted aryl bromides with oxazolidinones has been achieved using the Buchwald protocol for the amidation of aryl halides. This procedure is exemplified by the synthesis of two medicinally important molecules, linezolid and toloxatone.

  DOI：

  10.1021/ol026902h

文献信息

• Highly Efficient CuI-Catalyzed Coupling of Aryl Bromides with Oxazolidinones Using Buchwald's Protocol:  A Short Route to Linezolid and Toloxatone
  作者：B. Mallesham、B. M. Rajesh、P. Rajamohan Reddy、D. Srinivas、Sanjay Trehan

  DOI：10.1021/ol026902h

  日期：2003.4.1

  [GRAPHICS]Coupling of a variety of substituted aryl bromides with oxazolidinones has been achieved using the Buchwald protocol for the amidation of aryl halides. This procedure is exemplified by the synthesis of two medicinally important molecules, linezolid and toloxatone.