(S,S)-N,N'-bis-(2-nitrobenzyl) N,N'-bis-(1-phenylethyl)-oxalamide | 918476-43-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (S,S)-N,N'-bis-(2-nitrobenzyl) N,N'-bis-(1-phenylethyl)-oxalamide
• 英文别名: N,N'-bis[(2-nitrophenyl)methyl]-N,N'-bis[(1S)-1-phenylethyl]oxamide
• CAS: 918476-43-4
• 化学式: C₃₂H₃₀N₄O₆
• 分子量: 566.613
• InChiKey: FIURAAJFECOXHO-ZEQRLZLVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  42
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  132
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (S,S)-N,N'-bis-(2-nitrobenzyl) N,N'-bis-(1-phenylethyl)-oxalamide 在 dimethyl sulfide borane 作用下， 以 四氢呋喃 为溶剂， 反应 20.0h， 以62%的产率得到(S,S)-N,N'-bis-(2-nitrobenzyl) N,N'-bis-(1-phenylethyl)-ethane-1,2-diamine
  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
• 作为产物：
  描述：

  (S)-α-Methyl-N-(2-nitrobenzylmethylen)-benzolmethanamin 在 sodium tetrahydroborate 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 3.0h， 生成 (S,S)-N,N'-bis-(2-nitrobenzyl) N,N'-bis-(1-phenylethyl)-oxalamide
  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

• 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.