[15N]-(tert-butoxycarbonyl)-2-phenylaniline | 250330-18-8

• 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: [15N]-(tert-butoxycarbonyl)-2-phenylaniline
• 英文别名: tert-butyl N-(2-phenylphenyl)carbamate
• CAS: 250330-18-8
• 化学式: C₁₇H₁₉NO₂
• 分子量: 270.337
• InChiKey: RWPBTELEQQCIDD-CPZJZEHKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  20.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  38.33
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  [15N]-(tert-butoxycarbonyl)-2-phenylaniline 在 盐酸 作用下， 生成 [15N]-2-aminobiphenyl
  参考文献：
  名称：

  H and ¹⁵N Dynamic Nuclear Polarization Studies of Carbazole

  摘要：

  N-15 NMR experiments, combined with dynamic nuclear polarization (DNP), are reported on carbazole doped with the stable free radical 1,3 bisdiphenylene-2-phenylallyl (BDPA). Doping shortens the nuclear relaxation times and provides paramagnetic centers that can be used to enhance the nuclear signal by means of DNP so that N-15 NMR experiments can be done in minutes. The factors were measured in a 1.4 T external field, using both unlabeled and 98% N-15 labeled carbazole with doping levels varying between 0.65 and 5.0 wt % BDPA. A doping level of approximately 1 wt % produced optimal results. DNP enhancement factors of 35 and 930 were obtained for H-1 and N-15, respectively making it possible to perform N-15 DNP NMR experiments at the natural abundance level.

  DOI：

  10.1021/jp9938011
• 作为产物：
  描述：

  溴苯 、 [15N]-(tert-butoxycarbonyl)-2-[(tributyl)stannyl]aniline 在 bis-triphenylphosphine-palladium(II) chloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 以90%的产率得到[15N]-(tert-butoxycarbonyl)-2-phenylaniline
  参考文献：
  名称：

  An Efficient Synthesis of [¹⁵N]-Carbazole from [¹⁵N]-Aniline

  摘要：

  A reaction sequence involving ortho-lithiation of [N-15]-(tert-Butoxycarbonyl)aniline, quenching with Bu3SnCl, palladium catalyzed coupling with bromobenzene, and deprotection provides efficient access to [N-15]-2-aminobiphenyl (4). Compound 4 is converted to [N-15]-carbazole via diazotization, treatment with NaN3, and heating to promote intramolecular nitrene insertion.

  DOI：

  10.1080/00397919908086022