(R)-N,N-di-(p-nitrobenzenesulfonyl)-1-methyl-3-phenylpropylamine

• 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: (R)-N,N-di-(p-nitrobenzenesulfonyl)-1-methyl-3-phenylpropylamine
• 英文别名: 4-nitro-N-(4-nitrophenyl)sulfonyl-N-[(2R)-4-phenylbutan-2-yl]benzenesulfonamide
• 化学式: C₂₂H₂₁N₃O₈S₂
• 分子量: 519.556
• InChiKey: KWAGKUOJFKFALW-QGZVFWFLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  35
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  180
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  (R)-N,N-di-(p-nitrobenzenesulfonyl)-1-methyl-3-phenylpropylamine 在 potassium nitrite 、 18-冠醚-6 作用下， 生成 (S)-(+)-4-苯基-2-丁醇 、 (R)-(-)-4-苯基-2-丁醇
  参考文献：
  名称：

  N,N-dimesylimides and N,N-dinosylimides as new leaving groups for the stereoselective nucleophilic substitution of amines

  摘要：

  The enantiospecific transformation of the optically active amines 1 and 2 via the nucleophilic substitution of the N,N-dimesylimides (1Ms, 2Ms) and the N,N-dinosylimides (1Ns, 2Ns) to the corresponding alcohols 3 and 4 is reported. Different oxygen nucleophiles were used and the alcohol products were enriched with 74-95% of the enantiomer formed by inversion of configuration. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00229-2
• 作为产物：
  描述：

  1-甲基-3-苯基丙胺 、 对硝基苯磺酰氯 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 57.0h， 以17%的产率得到(R)-N,N-di-(p-nitrobenzenesulfonyl)-1-methyl-3-phenylpropylamine
  参考文献：
  名称：

  N,N-dimesylimides and N,N-dinosylimides as new leaving groups for the stereoselective nucleophilic substitution of amines

  摘要：

  The enantiospecific transformation of the optically active amines 1 and 2 via the nucleophilic substitution of the N,N-dimesylimides (1Ms, 2Ms) and the N,N-dinosylimides (1Ns, 2Ns) to the corresponding alcohols 3 and 4 is reported. Different oxygen nucleophiles were used and the alcohol products were enriched with 74-95% of the enantiomer formed by inversion of configuration. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00229-2

文献信息

• N,N-dimesylimides and N,N-dinosylimides as new leaving groups for the stereoselective nucleophilic substitution of amines
  作者：Lindis R. Heggvik、Anne Fiksdahl

  DOI：10.1016/s0957-4166(97)00229-2

  日期：1997.7

  The enantiospecific transformation of the optically active amines 1 and 2 via the nucleophilic substitution of the N,N-dimesylimides (1Ms, 2Ms) and the N,N-dinosylimides (1Ns, 2Ns) to the corresponding alcohols 3 and 4 is reported. Different oxygen nucleophiles were used and the alcohol products were enriched with 74-95% of the enantiomer formed by inversion of configuration. (C) 1997 Elsevier Science Ltd.