N-[2-[3,5-bis(phenylmethoxy)phenyl]ethyl]-2,2,2-trifluoroacetamide | 1314094-06-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N-[2-[3,5-bis(phenylmethoxy)phenyl]ethyl]-2,2,2-trifluoroacetamide
• CAS: 1314094-06-8
• 化学式: C₂₄H₂₂F₃NO₃
• 分子量: 429.439
• InChiKey: OBGGDOZYRPVEOL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  31
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-[2-[3,5-bis(phenylmethoxy)phenyl]ethyl]-2,2,2-trifluoroacetamide 在 bis-triphenylphosphine-palladium(II) chloride 、 sodium tetrahydroborate 、 N-碘代丁二酰亚胺 、 copper(l) iodide 、 四甲基乙二胺 、 氢气 、 nickel diacetate 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 20.0~30.0 ℃ 、101.33 kPa 条件下， 反应 84.33h， 生成 1,3-dibenzyloxy-6-[(Z)-3-hydroxyprop-1-enyl]-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
• 作为产物：
  描述：

  3,5-二苄氧基-反-β-硝基苯乙烯 、 三氟乙酸酐 在 lithium aluminium tetrahydride 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 4.0h， 以55%的产率得到N-[2-[3,5-bis(phenylmethoxy)phenyl]ethyl]-2,2,2-trifluoroacetamide
  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.