1-(1-tosyl-1H-benzo[d]imidazol-2-yl)ethanol | 1041177-33-6

• 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: 1-(1-tosyl-1H-benzo[d]imidazol-2-yl)ethanol
• 英文别名: 1-[1-(4-Methylphenyl)sulfonylbenzimidazol-2-yl]ethanol；1-[1-(4-methylphenyl)sulfonylbenzimidazol-2-yl]ethanol
• CAS: 1041177-33-6
• 化学式: C₁₆H₁₆N₂O₃S
• 分子量: 316.381
• InChiKey: NOUKMDGBLPOGJO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  80.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  乙酸乙烯酯 、 1-(1-tosyl-1H-benzo[d]imidazol-2-yl)ethanol 在 Novozyme-435 Candida antarctica lipase B 作用下， 以 甲苯 为溶剂， 反应 24.0h， 生成 (1S)-1-(1-tosyl-1H-benzo[d]imidazol-2-yl)ethanol 、 (1R)-1-(1-tosyl-1H-benzo[d]imidazol-2-yl)ethanol 、 、 [(1R)-1-[1-(4-methylphenyl)sulfonylbenzimidazol-2-yl]ethyl] acetate
  参考文献：
  名称：

  Lipase mediated kinetic resolution of benzimidazolyl ethanols

  摘要：

  Enantioselective trans-acylation of the racemic benzimidazolyl ethanols was achieved via enzymatic kinetic resolution. A range of commercially available lipases were screened and Novozyme-435 was established as the optimal catalyst. N-Protection was found to be mandatory for effective transesterification. However, electron-withdrawing substituents reduced the enantioselectivity to some extent when compared to the other substituents. (C) 2008 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetasy.2008.03.021

文献信息

• Lipase mediated kinetic resolution of benzimidazolyl ethanols
  作者：Ravi Kumar Cheedrala、Rachna Sachwani、Palakodety Radha Krishna

  DOI：10.1016/j.tetasy.2008.03.021

  日期：2008.5

  Enantioselective trans-acylation of the racemic benzimidazolyl ethanols was achieved via enzymatic kinetic resolution. A range of commercially available lipases were screened and Novozyme-435 was established as the optimal catalyst. N-Protection was found to be mandatory for effective transesterification. However, electron-withdrawing substituents reduced the enantioselectivity to some extent when compared to the other substituents. (C) 2008 Published by Elsevier Ltd.