quinine (Rs)-2,4,6-triisopropylbenzenesulfinate | 1351958-45-6

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 金鸡纳生物碱
• 英文名称: quinine (Rs)-2,4,6-triisopropylbenzenesulfinate
• CAS: 1351958-45-6
• 化学式: C₃₅H₄₆N₂O₃S
• 分子量: 574.828
• InChiKey: HFFUMXNMIMRUNX-HSOGDGLJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.29
• 重原子数：
  41.0
• 可旋转键数：
  10.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.51
• 拓扑面积：
  51.66
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  quinine (Rs)-2,4,6-triisopropylbenzenesulfinate 在 氨 、 lithium 、 ferric nitrate 作用下， 以 四氢呋喃 为溶剂， 反应 0.75h， 以84%的产率得到(R)-(+)-2,4,6-triisopropylphenylsulfinamide
  参考文献：
  名称：

  Asymmetric Synthesis of Sulfinamides Using (−)-Quinine as Chiral Auxiliary

  摘要：

  A process has been designed and demonstrated for the asymmetric synthesis of sulfinamides using quinine as auxiliary. A variety of chiral sulfinamides including N-alkyl sulfinamides with diverse structure were prepared in good yields and excellent enantioselectivity starting from easily available and inexpensive reagents. The auxiliary quinine could be recovered and recycled.

  DOI：

  10.1021/jo201825b
• 作为产物：
  描述：

  奎宁 在 氯化亚砜 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 0.75h， 生成 quinine (Rs)-2,4,6-triisopropylbenzenesulfinate
  参考文献：
  名称：

  Asymmetric Synthesis of Sulfinamides Using (−)-Quinine as Chiral Auxiliary

  摘要：

  A process has been designed and demonstrated for the asymmetric synthesis of sulfinamides using quinine as auxiliary. A variety of chiral sulfinamides including N-alkyl sulfinamides with diverse structure were prepared in good yields and excellent enantioselectivity starting from easily available and inexpensive reagents. The auxiliary quinine could be recovered and recycled.

  DOI：

  10.1021/jo201825b