(2-(hydroxy(phenyl)methyl)-1H-benzo[d]imidazol-1-yl)(phenyl)methanone | 1041177-34-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: (2-(hydroxy(phenyl)methyl)-1H-benzo[d]imidazol-1-yl)(phenyl)methanone
• 英文别名: [2-[Hydroxy(phenyl)methyl]benzimidazol-1-yl]-phenylmethanone；[2-[hydroxy(phenyl)methyl]benzimidazol-1-yl]-phenylmethanone
• CAS: 1041177-34-7
• 化学式: C₂₁H₁₆N₂O₂
• 分子量: 328.37
• InChiKey: CYZVXLCIHUTJHG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  55.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  乙酸乙烯酯 、 (2-(hydroxy(phenyl)methyl)-1H-benzo[d]imidazol-1-yl)(phenyl)methanone 在 Novozyme-435 Candida antarctica lipase B 作用下， 以 甲苯 为溶剂， 反应 24.0h， 生成 (2-((R)-hydroxy(phenyl)methyl)-1H-benzo[d]imidazol-1-yl)(phenyl)methanone 、 (2-((S)-hydroxy(phenyl)methyl)-1H-benzo[d]imidazol-1-yl)(phenyl)methanone 、 [(R)-(1-benzoylbenzimidazol-2-yl)-phenylmethyl] 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.