(1S,3S)-N-<1-(4-methoxyphenyl)-4-phenyl-3-p-toluenesulfonamido-1-butyl>-formamide | 229975-01-3

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: (1S,3S)-N-<1-(4-methoxyphenyl)-4-phenyl-3-p-toluenesulfonamido-1-butyl>-formamide
• 英文别名: N-[(1S,3S)-1-(4-methoxyphenyl)-3-[(4-methylphenyl)sulfonylamino]-4-phenylbutyl]formamide
• CAS: 229975-01-3
• 化学式: C₂₅H₂₈N₂O₄S
• 分子量: 452.574
• InChiKey: HAHRDODHMJNTCK-DHLKQENFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  32
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  92.9
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (1S,3S)-N-<1-(4-methoxyphenyl)-4-phenyl-3-p-toluenesulfonamido-1-butyl>-formamide 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 以74%的产率得到(2S,4S)-N-<4-amino-4-(4-methoxyphenyl)-1-phenyl-2-butyl>-p-toluenesulfonamide
  参考文献：
  名称：

  Chiral 1,3-diamines from a lithiated isocyanide and chiral aziridines

  摘要：

  Reaction of lithiated 4-methoxybenzylisocyanide with homochiral amino acid derived N-tosyl- and N-diphenylphosphinoylaziridines proceeds diastereoselectively to provide N-protected 3-isocyanoamines. Separation of the diastereomers of these adducts or the corresponding formamides, and subsequent transformations, lead to 1,3-diamines and their monoprotected and differentially bisprotected derivatives. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00075-0
• 作为产物：
  描述：

  S)-(+)- 2-苄基- 1-（对甲苯磺酰）氮丙啶 在 盐酸 、 正丁基锂 作用下， 以 乙醚 为溶剂， 反应 3.75h， 生成 (1S,3S)-N-<1-(4-methoxyphenyl)-4-phenyl-3-p-toluenesulfonamido-1-butyl>-formamide
  参考文献：
  名称：

  Chiral 1,3-diamines from a lithiated isocyanide and chiral aziridines

  摘要：

  Reaction of lithiated 4-methoxybenzylisocyanide with homochiral amino acid derived N-tosyl- and N-diphenylphosphinoylaziridines proceeds diastereoselectively to provide N-protected 3-isocyanoamines. Separation of the diastereomers of these adducts or the corresponding formamides, and subsequent transformations, lead to 1,3-diamines and their monoprotected and differentially bisprotected derivatives. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00075-0

文献信息

• Chiral 1,3-diamines from a lithiated isocyanide and chiral aziridines
  作者：Alexander Kaiser、Miriam Balbi

  DOI：10.1016/s0957-4166(99)00075-0

  日期：1999.3

  Reaction of lithiated 4-methoxybenzylisocyanide with homochiral amino acid derived N-tosyl- and N-diphenylphosphinoylaziridines proceeds diastereoselectively to provide N-protected 3-isocyanoamines. Separation of the diastereomers of these adducts or the corresponding formamides, and subsequent transformations, lead to 1,3-diamines and their monoprotected and differentially bisprotected derivatives. (C) 1999 Elsevier Science Ltd. All rights reserved.