1,3-bis(4-methoxybenzyloxy)-6-(3-hydroxyprop-1-ynyl)-5-[2-(trifluoroacetamido)ethyl]benzene | 1314093-91-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,3-bis(4-methoxybenzyloxy)-6-(3-hydroxyprop-1-ynyl)-5-[2-(trifluoroacetamido)ethyl]benzene
• 英文别名: 2,2,2-trifluoro-N-[2-[2-(3-hydroxyprop-1-ynyl)-3,5-bis[(4-methoxyphenyl)methoxy]phenyl]ethyl]acetamide
• CAS: 1314093-91-8
• 化学式: C₂₉H₂₈F₃NO₆
• 分子量: 543.54
• InChiKey: NMXMGYHCIXEMNN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  39
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  86.2
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  1,3-bis(4-methoxybenzyloxy)-6-(3-hydroxyprop-1-ynyl)-5-[2-(trifluoroacetamido)ethyl]benzene 在 吡啶 、 sodium tetrahydroborate 、 tris-(dibenzylideneacetone)dipalladium(0) 、 四甲基乙二胺 、 C₆₂H₆₄O₂P₂ 、 氢气 、 nickel diacetate 、 sodium hydroxide 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 37.0h， 生成 (+)-(S)-6,8-bis(4-methoxybenzyloxy)-3,4-dihydro-1-ethenyl-1H-isoquinoline
  参考文献：
  名称：

  Formal Enantioselective Total Synthesis of Schulzeines A–C via Pd–Catalyzed Intramolecular Asymmetric Allylic Amination

  摘要：

  Formal enantioselective total synthesis of schulzeines A-C was accomplished, featuring highly efficient Pd-catalyzed asymmetric allylic amination using novel diphosphonite ligands (BOPs) to provide 1-vinyltetrahydroisoquinoline key intermediates, as well as Ru-catalyzed ring-closing metathesis reaction to construct the key tricyclic cores in enantiopure form with correct absolute configurations.

  DOI：

  10.1021/jo2009615
• 作为产物：
  描述：

  3,5-二羟基苯甲醛 在 bis-triphenylphosphine-palladium(II) chloride 、 N-碘代丁二酰亚胺 、 copper(l) iodide 、 lithium aluminium tetrahydride 、 ammonium acetate 、 potassium carbonate 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 75.83h， 生成 1,3-bis(4-methoxybenzyloxy)-6-(3-hydroxyprop-1-ynyl)-5-[2-(trifluoroacetamido)ethyl]benzene
  参考文献：
  名称：

  Formal Enantioselective Total Synthesis of Schulzeines A–C via Pd–Catalyzed Intramolecular Asymmetric Allylic Amination

  摘要：

  Formal enantioselective total synthesis of schulzeines A-C was accomplished, featuring highly efficient Pd-catalyzed asymmetric allylic amination using novel diphosphonite ligands (BOPs) to provide 1-vinyltetrahydroisoquinoline key intermediates, as well as Ru-catalyzed ring-closing metathesis reaction to construct the key tricyclic cores in enantiopure form with correct absolute configurations.

  DOI：

  10.1021/jo2009615

文献信息

• Formal Enantioselective Total Synthesis of Schulzeines A–C via Pd–Catalyzed Intramolecular Asymmetric Allylic Amination
  作者：Chi-Feng Lin、Iwao Ojima

  DOI：10.1021/jo2009615

  日期：2011.8.5

  Formal enantioselective total synthesis of schulzeines A-C was accomplished, featuring highly efficient Pd-catalyzed asymmetric allylic amination using novel diphosphonite ligands (BOPs) to provide 1-vinyltetrahydroisoquinoline key intermediates, as well as Ru-catalyzed ring-closing metathesis reaction to construct the key tricyclic cores in enantiopure form with correct absolute configurations.