3-acetoxy-N-((S)-1-hydroxy-3,3-dimethylbutan-2-yl)benzamide | 1228692-82-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: 3-acetoxy-N-((S)-1-hydroxy-3,3-dimethylbutan-2-yl)benzamide
• CAS: 1228692-82-7
• 化学式: C₁₅H₂₁NO₄
• 分子量: 279.336
• InChiKey: AABQEEWXUWWEDM-CYBMUJFWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.75
• 重原子数：
  20.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  75.63
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3-acetoxy-N-((S)-1-hydroxy-3,3-dimethylbutan-2-yl)benzamide 、 甲氧苯胺 在 氯化亚砜 、 三乙胺 、 水 、 sodium hydroxide 作用下， 以 乙醚 为溶剂， 反应 24.0h， 以40%的产率得到3-((S)-4-tert-butyl-1-(4-methoxyphenyl)-4,5-dihydro-1H-imidazol-2-yl)phenol
  参考文献：
  名称：

  Unsymmetrical Chiral PCN Pincer Palladium(II) and Nickel(II) Complexes of (Imidazolinyl)aryl Phosphinite Ligands: Synthesis via Ligand C−H Activation, Crystal Structures, and Catalytic Studies

  摘要：

  Six unsymmetrical chiral PCN pincer Pd(II) complexes 3a-f based on (imidazolinyl)aryl phosphinite ligands were easily synthesized from imidazolinyl-containing m-phenol derivatives 2a-e by one-pot phosphorylation/palladation reaction via C-H bond activation of the related ligands. An unsymmetrical chiral PCN pincer Ni(II) complex, 4a, was first obtained in a similar way. The palladium-chloride complex 3e could be readily converted to the corresponding iodide derivative 5e by the halide exchange reaction with KI. All eight complexes were characterized by X-ray crystal structure determination. Each complex adopts a typical distorted-square-planar geometry. The Pd complexes were shown to be active catalysts with rather moderate enantioselectivities (up to 32% ee) for asymmetric Suzuki-Miyaura reaction.

  DOI：

  10.1021/om100232n
• 作为产物：
  描述：

  L-叔亮氨醇 、 3-(chlorocarbonyl)phenyl acetate 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以2.28 g的产率得到3-acetoxy-N-((S)-1-hydroxy-3,3-dimethylbutan-2-yl)benzamide
  参考文献：
  名称：

  Unsymmetrical Chiral PCN Pincer Palladium(II) and Nickel(II) Complexes of (Imidazolinyl)aryl Phosphinite Ligands: Synthesis via Ligand C−H Activation, Crystal Structures, and Catalytic Studies

  摘要：

  Six unsymmetrical chiral PCN pincer Pd(II) complexes 3a-f based on (imidazolinyl)aryl phosphinite ligands were easily synthesized from imidazolinyl-containing m-phenol derivatives 2a-e by one-pot phosphorylation/palladation reaction via C-H bond activation of the related ligands. An unsymmetrical chiral PCN pincer Ni(II) complex, 4a, was first obtained in a similar way. The palladium-chloride complex 3e could be readily converted to the corresponding iodide derivative 5e by the halide exchange reaction with KI. All eight complexes were characterized by X-ray crystal structure determination. Each complex adopts a typical distorted-square-planar geometry. The Pd complexes were shown to be active catalysts with rather moderate enantioselectivities (up to 32% ee) for asymmetric Suzuki-Miyaura reaction.

  DOI：

  10.1021/om100232n