N-(2,4-dimethylbenzyl)quinidinium bromide

• 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: N-(2,4-dimethylbenzyl)quinidinium bromide
• 英文别名: (S)-[(1S,2R,4S,5R)-1-[(2,4-dimethylphenyl)methyl]-5-ethenyl-1-azoniabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol;bromide
• 化学式: Br*C₂₉H₃₅N₂O₂
• 分子量: 523.513
• InChiKey: OYOVBHKPDICRHB-RTKPPBPYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  2.51
• 重原子数：
  34
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  42.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2,4-二甲基苄基溴 、 奎尼丁 以 四氢呋喃 为溶剂， 反应 64.0h， 生成 N-(2,4-dimethylbenzyl)quinidinium bromide
  参考文献：
  名称：

  Catalytic asymmetric epoxidation of enones under phase-transfer catalyzed conditions

  摘要：

  The development of the catalytic asymmetric epoxidation of enones promoted by aqueous H2O2 with chiral quaternary ammonium salts is described. The reaction smoothly proceeded to give alpha,beta-epoxyketones with satisfactory enantioselectivities in both the trans and cis enone systems (up to 92% ee) by use of cinchonine or quinidine derivatives (5 mol%) as phase transfer catalysts. (C) 2002 Elsevier Science Ltd. All tights reserved.

  DOI：

  10.1016/s0040-4020(02)00028-5

文献信息

• Catalytic asymmetric epoxidation of enones under phase-transfer catalyzed conditions
  作者：Shigeru Arai、Hiroki Tsuge、Makoto Oku、Motoko Miura、Takayuki Shioiri

  DOI：10.1016/s0040-4020(02)00028-5

  日期：2002.2

  The development of the catalytic asymmetric epoxidation of enones promoted by aqueous H2O2 with chiral quaternary ammonium salts is described. The reaction smoothly proceeded to give alpha,beta-epoxyketones with satisfactory enantioselectivities in both the trans and cis enone systems (up to 92% ee) by use of cinchonine or quinidine derivatives (5 mol%) as phase transfer catalysts. (C) 2002 Elsevier Science Ltd. All tights reserved.