(5R)-2-(bromomethyl)-5-isopropyl-1-tosylpyrrolidine | 1322093-56-0

• 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: (5R)-2-(bromomethyl)-5-isopropyl-1-tosylpyrrolidine
• 英文别名: (5R)-2-(bromomethyl)-1-(4-methylphenyl)sulfonyl-5-propan-2-ylpyrrolidine
• CAS: 1322093-56-0
• 化学式: C₁₅H₂₂BrNO₂S
• 分子量: 360.315
• InChiKey: VXPLHNMSRCQMMD-AWKYBWMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (R)-N-tosyl-(1-isopropyl-4-pentenyl)amine 在 Oxone 、 potassium bromide 作用下， 以 乙腈 为溶剂， 反应 1.0h， 以93%的产率得到(5R)-2-(bromomethyl)-5-isopropyl-1-tosylpyrrolidine
  参考文献：
  名称：

  Oxidative Intramolecular Bromo-Amination of N-Alkenyl Sulfonamides via Umpolung of Alkali Metal Bromides

  摘要：

  The oxidative intramolecular bromo-amination of various N-alkenyl sulfonamides and N-alkenoxyl sulfonamides via umpolung of alkali metal bromides occurred exo-selectively to generate cyclic bromoamides in high yields with good diastereoselectivities. This method provided the desired products without elaborating the stoichiometric amount of corresponding organic waste.

  DOI：

  10.1021/jo201113r

文献信息

• Oxidative Intramolecular Bromo-Amination of <i>N</i>-Alkenyl Sulfonamides via Umpolung of Alkali Metal Bromides
  作者：Katsuhiko Moriyama、Yuta Izumisawa、Hideo Togo

  DOI：10.1021/jo201113r

  日期：2011.9.2

  The oxidative intramolecular bromo-amination of various N-alkenyl sulfonamides and N-alkenoxyl sulfonamides via umpolung of alkali metal bromides occurred exo-selectively to generate cyclic bromoamides in high yields with good diastereoselectivities. This method provided the desired products without elaborating the stoichiometric amount of corresponding organic waste.