diethyl [1-{[(benzyloxy)carbonyl]amino}-4-(2-methoxyphenyl)-1-(trifluoromethyl)but-3-yn-1-yl]phosphonate | 1361345-71-2

• 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: diethyl [1-{[(benzyloxy)carbonyl]amino}-4-(2-methoxyphenyl)-1-(trifluoromethyl)but-3-yn-1-yl]phosphonate
• CAS: 1361345-71-2
• 化学式: C₂₄H₂₇F₃NO₆P
• 分子量: 513.45
• InChiKey: OKOOAPFXPWRMBN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.89
• 重原子数：
  35.0
• 可旋转键数：
  10.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  83.09
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  diethyl [1-{[(benzyloxy)carbonyl]amino}-4-(2-methoxyphenyl)-1-(trifluoromethyl)but-3-yn-1-yl]phosphonate 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以85%的产率得到diethyl [1-amino-4-(2-methoxyphenyl)-1-(trifluoromethyl)butyl]phosphonate
  参考文献：
  名称：

  Synthesis of CF3-containing α-alkynyl-α-aminophosphonates by Sonogashira cross-coupling reaction

  摘要：

  An efficient route to new alpha-CF3-alpha-aminophosphonic acid derivatives bearing an arylalkynyl moiety at the alpha-carbon atom has been developed. The method is based on palladium-catalyzed cross-coupling of the corresponding alpha-propargyl (ethynyl) alpha-aminophosphonates with aryl iodides to afford the aminophosphonic acid derivatives with an internal triple bond that is suitable for further modifications. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2011.07.028
• 作为产物：
  描述：

  2-碘苯甲醚 、 diethyl 1-(benzyloxycarbonylamino)-1-trifluoromethylbut-3-yne-1-ylphosphonate 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 二正丙胺 作用下， 以 乙腈 为溶剂， 反应 12.0h， 以70%的产率得到diethyl [1-{[(benzyloxy)carbonyl]amino}-4-(2-methoxyphenyl)-1-(trifluoromethyl)but-3-yn-1-yl]phosphonate
  参考文献：
  名称：

  Synthesis of CF3-containing α-alkynyl-α-aminophosphonates by Sonogashira cross-coupling reaction

  摘要：

  An efficient route to new alpha-CF3-alpha-aminophosphonic acid derivatives bearing an arylalkynyl moiety at the alpha-carbon atom has been developed. The method is based on palladium-catalyzed cross-coupling of the corresponding alpha-propargyl (ethynyl) alpha-aminophosphonates with aryl iodides to afford the aminophosphonic acid derivatives with an internal triple bond that is suitable for further modifications. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2011.07.028