{[2-(3-nitro-benzylsulfanyl)-ethylamino]-phenyl-methyl}-phosphonic acid diethyl ester | 1147093-50-2

• 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: {[2-(3-nitro-benzylsulfanyl)-ethylamino]-phenyl-methyl}-phosphonic acid diethyl ester
• 英文别名: N-[diethoxyphosphoryl(phenyl)methyl]-2-[(3-nitrophenyl)methylsulfanyl]ethanamine
• CAS: 1147093-50-2
• 化学式: C₂₀H₂₇N₂O₅PS
• 分子量: 438.485
• InChiKey: IMBUNSXRWSKKCS-UHFFFAOYSA-N

物化性质

• 沸点：
  581.2±50.0 °C(predicted)
• 密度：
  1.237±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  29
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  119
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-(3-Nitro-benzylsulfanyl)-ethylamine 、 苯甲醛 、 亚磷酸三乙酯 在 ziconium(IV) oxychloride octahydrate 作用下， 反应 0.33h， 以70%的产率得到{[2-(3-nitro-benzylsulfanyl)-ethylamino]-phenyl-methyl}-phosphonic acid diethyl ester
  参考文献：
  名称：

  A new strategy for the synthesis of β-benzylmercaptoethylamine derivatives

  摘要：

  Here, we describe a new experimental approach to the synthesis of the beta-benzylmercaptoethylamine functionality, and illustrate its synthetic utility in multi-component reactions. Although prevalent in modern organic synthesis, no general methods have been described for this functionality. Using a carefully developed LiOH-water-ethanol reaction mixture, we were able to produce a diverse collection of beta-benzylmercaptoethylamines containing a range of sensitive functional groups in excellent yields. To further illustrate their utility in molecular library synthesis, we also report the use of beta-benzylmercaptoethylamines in five different multi-component reactions. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.01.133

文献信息

• A new strategy for the synthesis of β-benzylmercaptoethylamine derivatives
  作者：Subrata Ghosh、Gregory P. Tochtrop

  DOI：10.1016/j.tetlet.2009.01.133

  日期：2009.4

  Here, we describe a new experimental approach to the synthesis of the beta-benzylmercaptoethylamine functionality, and illustrate its synthetic utility in multi-component reactions. Although prevalent in modern organic synthesis, no general methods have been described for this functionality. Using a carefully developed LiOH-water-ethanol reaction mixture, we were able to produce a diverse collection of beta-benzylmercaptoethylamines containing a range of sensitive functional groups in excellent yields. To further illustrate their utility in molecular library synthesis, we also report the use of beta-benzylmercaptoethylamines in five different multi-component reactions. (C) 2009 Elsevier Ltd. All rights reserved.