2-(N-benzyl-2-aminomethylphenyl)-(4S)-4-isopropyl-4,5-dihydrooxazole | 945621-98-7

• 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: 2-(N-benzyl-2-aminomethylphenyl)-(4S)-4-isopropyl-4,5-dihydrooxazole
• CAS: 945621-98-7
• 化学式: C₂₀H₂₄N₂O
• 分子量: 308.423
• InChiKey: LDZFGGICCIIVDL-LJQANCHMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.78
• 重原子数：
  23.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  33.62
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-(N-benzyl-2-aminomethylphenyl)-(4S)-4-isopropyl-4,5-dihydrooxazole 、 二苯基氯化膦 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 以60%的产率得到2-(N-benzyl-N-diphenylphosphino-2-aminomethylphenyl)-(4S)-4-isopropyl-4,5-dihydrooxazole
  参考文献：
  名称：

  Aminophosphine–oxazoline and phosphoramidite–oxazoline ligands and their application in asymmetric catalysis

  摘要：

  The synthesis of a novel series of aminophosphine-oxazoline and phosphoramidite-oxazoline is described. The efficacy of these aminophosphine-oxazoline ligands was investigated in the palladium catalysed asymmetric allylic alkylation of 1,3-diphenylprop-2-enyl acetate leading to a maximum of 38% ee at 64% conversion. Phosphoramidite-oxazoline ligands, however, gave ees of up to 87% at 71% conversion in the same reaction and also proved to be effective in the palladium catalysed asymmetric Suzuki coupling between 2-methylnaphthylboronic acid and 1-bromonaphthalene, leading to a maximum of 46% ee in 54% isolated yield at room temperature. (C) 2007 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetasy.2007.04.020
• 作为产物：
  描述：

  L-缬氨醇 在 zinc(II) chloride 作用下， 以 乙醚 、 氯苯 为溶剂， 反应 24.0h， 生成 2-(N-benzyl-2-aminomethylphenyl)-(4S)-4-isopropyl-4,5-dihydrooxazole
  参考文献：
  名称：

  Aminophosphine–oxazoline and phosphoramidite–oxazoline ligands and their application in asymmetric catalysis

  摘要：

  The synthesis of a novel series of aminophosphine-oxazoline and phosphoramidite-oxazoline is described. The efficacy of these aminophosphine-oxazoline ligands was investigated in the palladium catalysed asymmetric allylic alkylation of 1,3-diphenylprop-2-enyl acetate leading to a maximum of 38% ee at 64% conversion. Phosphoramidite-oxazoline ligands, however, gave ees of up to 87% at 71% conversion in the same reaction and also proved to be effective in the palladium catalysed asymmetric Suzuki coupling between 2-methylnaphthylboronic acid and 1-bromonaphthalene, leading to a maximum of 46% ee in 54% isolated yield at room temperature. (C) 2007 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetasy.2007.04.020