(R)-1-(3-hydroxybutyl)-3-mesityl-1H-imidazol-3-ium 4-methylbenzenesulfonate | 1310533-97-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (R)-1-(3-hydroxybutyl)-3-mesityl-1H-imidazol-3-ium 4-methylbenzenesulfonate
• CAS: 1310533-97-1
• 化学式: C₇H₇O₃S*C₁₆H₂₃N₂O
• 分子量: 430.568
• InChiKey: XIAQFYPRLMGURY-XFULWGLBSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  3.36
• 重原子数：
  30.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  86.24
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (R)-1-(3-hydroxybutyl)-3-mesityl-1H-imidazol-3-ium 4-methylbenzenesulfonate 、 四(3,5-二(三氟甲基)苯基)硼酸钠 以 二氯甲烷 、 水 为溶剂， 生成 C₁₆H₂₃N₂O⁽¹⁺⁾*C₃₂H₁₂BF₂₄^(1-)
  参考文献：
  名称：

  Synthesis and evaluation of a broad range of new chiral phosphine–carbene ligands for asymmetric hydrogenation

  摘要：

  A straightforward and gram scale synthesis (six-step synthesis from enantioenriched beta-hydroxy esters) of new structurally simple phosphine-carbene ligands bearing a single stereogenic centre has been achieved. Enantioselectivities of up to 60-63% could be achieved in the hydrogenation of methylstilbene and dehydroaminoacids when the reactions were performed under 20-50 bar hydrogen pressure. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.02.017
• 作为产物：
  描述：

  (R)-1-(4-甲基苯磺酸酯基)-1,3-丁二醇 、 1-(2,4,6-三甲基苯基)-咪唑 以 乙醇 为溶剂， 以63%的产率得到(R)-1-(3-hydroxybutyl)-3-mesityl-1H-imidazol-3-ium 4-methylbenzenesulfonate
  参考文献：
  名称：

  Synthesis and evaluation of a broad range of new chiral phosphine–carbene ligands for asymmetric hydrogenation

  摘要：

  A straightforward and gram scale synthesis (six-step synthesis from enantioenriched beta-hydroxy esters) of new structurally simple phosphine-carbene ligands bearing a single stereogenic centre has been achieved. Enantioselectivities of up to 60-63% could be achieved in the hydrogenation of methylstilbene and dehydroaminoacids when the reactions were performed under 20-50 bar hydrogen pressure. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.02.017