N-[(S)-1-phenylethyl]-2-nitrobenzylamine | 260352-52-1

• 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: N-[(S)-1-phenylethyl]-2-nitrobenzylamine
• 英文别名: (1S)-N-[(2-nitrophenyl)methyl]-1-phenylethanamine
• CAS: 260352-52-1
• 化学式: C₁₅H₁₆N₂O₂
• 分子量: 256.304
• InChiKey: OAHBVIRILQTCKV-LBPRGKRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  57.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-[(S)-1-phenylethyl]-2-nitrobenzylamine 在 铁粉 、 potassium carbonate 、 溶剂黄146 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 7.0h， 生成 N-[(2-aminophenyl)methyl]-N-[(1S)-1-phenylethyl]prop-2-enamide
  参考文献：
  名称：

  Asymmetric induction by the (S)-1-phenylethyl group in intramolecular nitrile imine cycloadditions giving enantiopure 3,3a-dihydro-pyrazolo[1,5-a][1,4]benzodiazepine-4(6H)-ones

  摘要：

  Stereoselective intramolecular cycloadditions of homochiral nitrile imines 5 are described as a fruitful source of enantiopure 3,3a-dihydro-pyrazolo[1,5-a][1,4]benzodiazepine-4(6H)-ones 6 and 7. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00493-0
• 作为产物：
  描述：

  邻硝基苯甲醛 在 sodium tetrahydroborate 、 sodium sulfate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 3.0h， 生成 N-[(S)-1-phenylethyl]-2-nitrobenzylamine
  参考文献：
  名称：

  Facile Synthesis of (S,S)‐1,2‐Diacylamides and (S,S)‐1,2‐Diamines with C ₂‐Symmetry

  摘要：

  A series of chiral vicinal tertiary diacylamides with C-2-symmetry was synthesized from (S)-alpha-phenylethylamine, different aromatic aldehydes, and oxalyl chloride. The diacylamides obtained were then reduced to afford chiral vicinal diamines with C-2-symmetry. We propose that the diacylamides existed in four stable conformational isomers in solution because of the dihedral angle between acylamide bonds.

  DOI：

  10.1080/00397910600770698

文献信息

• Asymmetric induction by the (S)-1-phenylethyl group in intramolecular nitrile imine cycloadditions giving enantiopure 3,3a-dihydro-pyrazolo[1,5-a][1,4]benzodiazepine-4(6H)-ones
  作者：Gianluigi Broggini、Gianluigi Casalone、Luisa Garanti、Giorgio Molteni、Tullio Pilati、Gaetano Zecchi

  DOI：10.1016/s0957-4166(99)00493-0

  日期：1999.11

  Stereoselective intramolecular cycloadditions of homochiral nitrile imines 5 are described as a fruitful source of enantiopure 3,3a-dihydro-pyrazolo[1,5-a][1,4]benzodiazepine-4(6H)-ones 6 and 7. (C) 1999 Elsevier Science Ltd. All rights reserved.
• Facile Synthesis of (<i>S,S</i>)‐1,2‐Diacylamides and (<i>S,S</i>)‐1,2‐Diamines with <i>C</i> ₂‐Symmetry
  作者：Lin Ai、Jichuan Xiao、Guo Wang、Xiumin Shen、Cong Zhang

  DOI：10.1080/00397910600770698

  日期：2006.9.1

  A series of chiral vicinal tertiary diacylamides with C-2-symmetry was synthesized from (S)-alpha-phenylethylamine, different aromatic aldehydes, and oxalyl chloride. The diacylamides obtained were then reduced to afford chiral vicinal diamines with C-2-symmetry. We propose that the diacylamides existed in four stable conformational isomers in solution because of the dihedral angle between acylamide bonds.