N-(p-toluenesulfonyl)-N-tert-butyloxycarbonyl-1,2-bis(3-(N,N'-di-tert-butyloxycarbonylguanidino)phenyl)ethylenediamine | 1346945-65-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: N-(p-toluenesulfonyl)-N-tert-butyloxycarbonyl-1,2-bis(3-(N,N'-di-tert-butyloxycarbonylguanidino)phenyl)ethylenediamine
• CAS: 1346945-65-0
• 化学式: C₄₈H₆₈N₈O₁₂S
• 分子量: 981.18
• InChiKey: PKIIQFWYFFAQHY-LQFQNGICSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.74
• 重原子数：
  69.0
• 可旋转键数：
  9.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  262.54
• 氢给体数：
  6.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  N-(p-toluenesulfonyl)-N-tert-butyloxycarbonyl-1,2-bis(3-(N,N'-di-tert-butyloxycarbonylguanidino)phenyl)ethylenediamine 、 三氟乙酸 以 二氯甲烷 为溶剂， 反应 2.0h， 以100%的产率得到N-(p-toluenesulfonyl)-1,2-bis(3-guanidinophenyl)ethylenediamine tris(trifluoroacetic acid) salt
  参考文献：
  名称：

  Synthesis of a water-soluble cationic chiral diamine ligand bearing a diguanidinium and application in asymmetric transfer hydrogenation

  摘要：

  A novel water-soluble cationic N-monosulfonated chiral diamine ligand diguanidinium 1c was easily prepared from (R,R)-DPEN and its rhodium complex and was successfully applied in the asymmetric transfer hydrogenation of prochiral ketones and imines in water by using sodium formate and formic acid as co-hydrogen donors. Various substrates were reduced with high yields and good to excellent enantioselectivities (up to >99% ee). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.08.012
• 作为产物：
  描述：

  (1R,2R)-1,2-bis(3-nitrophenyl)ethane-1,2-diamine 在 palladium 10% on activated carbon 、 氢气 、 2-bromo-1-methyl-pyridinium iodide 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 1,4-二氧六环 、 甲醇 、 二氯甲烷 为溶剂， 反应 24.0h， 生成 N-(p-toluenesulfonyl)-N-tert-butyloxycarbonyl-1,2-bis(3-(N,N'-di-tert-butyloxycarbonylguanidino)phenyl)ethylenediamine
  参考文献：
  名称：

  Synthesis of a water-soluble cationic chiral diamine ligand bearing a diguanidinium and application in asymmetric transfer hydrogenation

  摘要：

  A novel water-soluble cationic N-monosulfonated chiral diamine ligand diguanidinium 1c was easily prepared from (R,R)-DPEN and its rhodium complex and was successfully applied in the asymmetric transfer hydrogenation of prochiral ketones and imines in water by using sodium formate and formic acid as co-hydrogen donors. Various substrates were reduced with high yields and good to excellent enantioselectivities (up to >99% ee). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.08.012