4-Methyl-benzenesulfinic acid [2-indan-2-yl-eth-(E)-ylidene]-amide | 398490-79-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 4-Methyl-benzenesulfinic acid [2-indan-2-yl-eth-(E)-ylidene]-amide
• CAS: 398490-79-4
• 化学式: C₁₈H₁₉NOS
• 分子量: 297.421
• InChiKey: MVLCLVQBCJNGHN-MRCZTLKWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.89
• 重原子数：
  21.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  29.43
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  4-Methyl-benzenesulfinic acid [2-indan-2-yl-eth-(E)-ylidene]-amide 在 dimethyl sulfide borane 、 异丙醇 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 生成 (S)-3-Indan-2-yl-propane-1,2-diamine; compound with GENERIC INORGANIC NEUTRAL COMPONENT
  参考文献：
  名称：

  Synthesis of enantiomerically pure ethylenediamines from chiral sulfinimines: a new twist to the Strecker reaction

  摘要：

  Addition of various cyanide nucleophiles on chiral t-butylsulfinimine and p-tolylsulfinimine derivatives are described and demonstrated that aliphatic t-butylsulfinimines are excellent substrates for a new variant of the Strecker reaction where cyanide ions are delivered through ethylisopropoxyaluminum cyanide or trimethylsilylcyanide combined with a Lewis acid catalyst. The reaction proceeds with high yield and high diastereoselectivity, which can be further improved by additional crystallizations. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00886-9
• 作为产物：
  描述：

  (1R,2S,5R,SS)-(-)-menthyl p-toluenesulfinate 在 titanium(IV) tetraethanolate 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 4-Methyl-benzenesulfinic acid [2-indan-2-yl-eth-(E)-ylidene]-amide
  参考文献：
  名称：

  Synthesis of enantiomerically pure ethylenediamines from chiral sulfinimines: a new twist to the Strecker reaction

  摘要：

  Addition of various cyanide nucleophiles on chiral t-butylsulfinimine and p-tolylsulfinimine derivatives are described and demonstrated that aliphatic t-butylsulfinimines are excellent substrates for a new variant of the Strecker reaction where cyanide ions are delivered through ethylisopropoxyaluminum cyanide or trimethylsilylcyanide combined with a Lewis acid catalyst. The reaction proceeds with high yield and high diastereoselectivity, which can be further improved by additional crystallizations. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00886-9