(S)-3-(1H-benzo[d]imidazol-1-yl)-N-(1-hydroxy-3-methylbutan-2-yl)-benzamide | 1449335-36-7

• 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: (S)-3-(1H-benzo[d]imidazol-1-yl)-N-(1-hydroxy-3-methylbutan-2-yl)-benzamide
• CAS: 1449335-36-7
• 化学式: C₁₉H₂₁N₃O₂
• 分子量: 323.395
• InChiKey: VPROFLMBEOBBJB-QGZVFWFLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.77
• 重原子数：
  24.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  67.15
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (S)-3-(1H-benzo[d]imidazol-1-yl)-N-(1-hydroxy-3-methylbutan-2-yl)-benzamide 在 氯化亚砜 、 sodium methylate 作用下， 以 1,2-二氯乙烷 、 甲醇 为溶剂， 以82%的产率得到
  参考文献：
  名称：

  Synthesis of Novel N-Heterocyclic Carbene-Oxazoline Palladium Complexes and Their Applications in Suzuki-Miyaura Cross-Coupling Reaction

  摘要：

  A series of novel N-heterocyclic carbene-oxazoline ligands were synthesized in six steps. Palladium complexes were obtained by deprotonation of the benzimidazole salts and subsequent ligation with Pd(OAc)(2) in THF. Different types of cyclic bis- and tetrapalladium complexes were achieved by modifying substituent of oxazoline group. The structures of these palladium complexes were characterized by NMR and X-ray diffraction analysis. Catalytic properties of these Pd-complexes were tested by Suzuki-Miyaura cross-coupling reaction.

  DOI：

  10.1055/s-0033-1338848
• 作为产物：
  描述：

  3-氨基苯甲酸甲酯 在 palladium 10% on activated carbon 、 氢气 、 palladium diacetate 、 caesium carbonate 、 对甲苯磺酸 、 双(2-二苯基磷苯基)醚 作用下， 以 甲醇 、 甲苯 为溶剂， 60.0~100.0 ℃ 、101.33 kPa 条件下， 反应 46.0h， 生成 (S)-3-(1H-benzo[d]imidazol-1-yl)-N-(1-hydroxy-3-methylbutan-2-yl)-benzamide
  参考文献：
  名称：

  Synthesis of Novel N-Heterocyclic Carbene-Oxazoline Palladium Complexes and Their Applications in Suzuki-Miyaura Cross-Coupling Reaction

  摘要：

  A series of novel N-heterocyclic carbene-oxazoline ligands were synthesized in six steps. Palladium complexes were obtained by deprotonation of the benzimidazole salts and subsequent ligation with Pd(OAc)(2) in THF. Different types of cyclic bis- and tetrapalladium complexes were achieved by modifying substituent of oxazoline group. The structures of these palladium complexes were characterized by NMR and X-ray diffraction analysis. Catalytic properties of these Pd-complexes were tested by Suzuki-Miyaura cross-coupling reaction.

  DOI：

  10.1055/s-0033-1338848