4-[(3-methylimidazol-3-ium-1-yl)methyl]-N-[[(2S)-pyrrolidin-2-yl]methyl]benzenesulfonamide;bromide | 1415026-50-4

• 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: 4-[(3-methylimidazol-3-ium-1-yl)methyl]-N-[[(2S)-pyrrolidin-2-yl]methyl]benzenesulfonamide;bromide
• CAS: 1415026-50-4
• 化学式: Br*C₁₆H₂₃N₄O₂S
• 分子量: 415.354
• InChiKey: JKXMLXCNJOHVFF-RSAXXLAASA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -2.6
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  75.4
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-溴甲基苯磺酰氯 在 三氟乙酸 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 23.0h， 生成 4-[(3-methylimidazol-3-ium-1-yl)methyl]-N-[[(2S)-pyrrolidin-2-yl]methyl]benzenesulfonamide;bromide
  参考文献：
  名称：

  Synthesis of New Functionalized Chiral Ionic Liquid and Its Organocatalytic Asymmetric Michael Addition

  摘要：

  A novel recyclable functionalized chiral ionic liquid has been developed to promote asymmetric Michael additions of cyclohexanone to both aryl and alkyl nitroolefins in the presence of 20 mol% of organocatalyst 4 in MeOH. The process affords synthetically valuable chiral products in good yields (up to 93%) and high enantioselectivities (up to 92%). The chiral ionic liquid could be easily reused six times without remarkable decrease in yields and enantioselectivities.

  DOI：

  10.1080/00397911.2011.602498
• 作为试剂：
  描述：

  trans-2,4-dichloro-β-nitrostyrene 、 环己酮 在 4-[(3-methylimidazol-3-ium-1-yl)methyl]-N-[[(2S)-pyrrolidin-2-yl]methyl]benzenesulfonamide;bromide 作用下， 以 甲醇 为溶剂， 反应 72.0h， 以72%的产率得到(2S)-2-[(1R)-1-(2,4-二氯苯基)-2-硝基乙基]环己烷-1-酮
  参考文献：
  名称：

  Synthesis of New Functionalized Chiral Ionic Liquid and Its Organocatalytic Asymmetric Michael Addition

  摘要：

  A novel recyclable functionalized chiral ionic liquid has been developed to promote asymmetric Michael additions of cyclohexanone to both aryl and alkyl nitroolefins in the presence of 20 mol% of organocatalyst 4 in MeOH. The process affords synthetically valuable chiral products in good yields (up to 93%) and high enantioselectivities (up to 92%). The chiral ionic liquid could be easily reused six times without remarkable decrease in yields and enantioselectivities.

  DOI：

  10.1080/00397911.2011.602498

文献信息

• Synthesis of New Functionalized Chiral Ionic Liquid and Its Organocatalytic Asymmetric Michael Addition
  作者：Jian Li、Li Liu

  DOI：10.1080/00397911.2011.602498

  日期：2013.1.1

  A novel recyclable functionalized chiral ionic liquid has been developed to promote asymmetric Michael additions of cyclohexanone to both aryl and alkyl nitroolefins in the presence of 20 mol% of organocatalyst 4 in MeOH. The process affords synthetically valuable chiral products in good yields (up to 93%) and high enantioselectivities (up to 92%). The chiral ionic liquid could be easily reused six times without remarkable decrease in yields and enantioselectivities.