N-[(1S,2S)-2-amino-1,2-diphenylethyl]-4-[[4-[[(1S,2S)-2-amino-1,2-diphenylethyl]sulfamoyl]phenyl]disulfanyl]benzenesulfonamide | 357611-98-4

• 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-[(1S,2S)-2-amino-1,2-diphenylethyl]-4-[[4-[[(1S,2S)-2-amino-1,2-diphenylethyl]sulfamoyl]phenyl]disulfanyl]benzenesulfonamide
• CAS: 357611-98-4
• 化学式: C₄₀H₃₈N₄O₄S₄
• 分子量: 767.03
• InChiKey: APEGPRZTIXWINA-YKKXUYLKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  52
• 可旋转键数：
  15
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  212
• 氢给体数：
  4
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  N-[(1S,2S)-2-amino-1,2-diphenylethyl]-4-[[4-[[(1S,2S)-2-amino-1,2-diphenylethyl]sulfamoyl]phenyl]disulfanyl]benzenesulfonamide 在 sodium hydroxide 、 双氧水 作用下， 以 甲醇 为溶剂， 以82%的产率得到4-((1S,2S)-2-Amino-1,2-diphenyl-ethylsulfamoyl)-benzenesulfonic acid
  参考文献：
  名称：

  Synthesis of water-soluble aminosulfonamide ligands and their application in enantioselective transfer hydrogenation

  摘要：

  Water-soluble analogues of Noyori's (1S,2S)-N-(p-tolylsulfonyl)-1,2-diphenylethylenediamine and Knochel's (1R,2R)-N-(p-tolylsulfonyl)-1,2-diaminocyclohexane, containing an additional sulfonic acid group, have been synthesised. The ruthenium catalysed reduction of aromatic ketones using enantiomerically pure catalyst derived from water soluble ligands and [RuCl2(p-cymene)](2) has been examined. High enantioselectivity and moderate activity were observed in the 2-propanol/base system. The addition of water is necessary to stabilise the catalyst. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00623-2
• 作为产物：
  描述：

  对氨基苯磺酸 在 盐酸 、 五氯化磷 、 sodium carbonate 、 三乙胺 、 sodium nitrite 、 三氯氧磷 作用下， 以 二氯甲烷 、 水 为溶剂， 生成 N-[(1S,2S)-2-amino-1,2-diphenylethyl]-4-[[4-[[(1S,2S)-2-amino-1,2-diphenylethyl]sulfamoyl]phenyl]disulfanyl]benzenesulfonamide
  参考文献：
  名称：

  Synthesis of water-soluble aminosulfonamide ligands and their application in enantioselective transfer hydrogenation

  摘要：

  Water-soluble analogues of Noyori's (1S,2S)-N-(p-tolylsulfonyl)-1,2-diphenylethylenediamine and Knochel's (1R,2R)-N-(p-tolylsulfonyl)-1,2-diaminocyclohexane, containing an additional sulfonic acid group, have been synthesised. The ruthenium catalysed reduction of aromatic ketones using enantiomerically pure catalyst derived from water soluble ligands and [RuCl2(p-cymene)](2) has been examined. High enantioselectivity and moderate activity were observed in the 2-propanol/base system. The addition of water is necessary to stabilise the catalyst. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00623-2

文献信息

• US7250526B2
  申请人：——

  公开号：US7250526B2

  公开（公告）日：2007-07-31
• Synthesis of water-soluble aminosulfonamide ligands and their application in enantioselective transfer hydrogenation
  作者：Christian Bubert、John Blacker、Stephen M Brown、John Crosby、Steven Fitzjohn、James P Muxworthy、Tim Thorpe、Jonathan M.J Williams

  DOI：10.1016/s0040-4039(01)00623-2

  日期：2001.6

  Water-soluble analogues of Noyori's (1S,2S)-N-(p-tolylsulfonyl)-1,2-diphenylethylenediamine and Knochel's (1R,2R)-N-(p-tolylsulfonyl)-1,2-diaminocyclohexane, containing an additional sulfonic acid group, have been synthesised. The ruthenium catalysed reduction of aromatic ketones using enantiomerically pure catalyst derived from water soluble ligands and [RuCl2(p-cymene)](2) has been examined. High enantioselectivity and moderate activity were observed in the 2-propanol/base system. The addition of water is necessary to stabilise the catalyst. (C) 2001 Elsevier Science Ltd. All rights reserved.