(4S,5S)-2-(5-methyl-2-phenyl-4,5-dihydrooxazol-4-yl)-1,3-diphenylpropan-2-ol | 405234-97-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (4S,5S)-2-(5-methyl-2-phenyl-4,5-dihydrooxazol-4-yl)-1,3-diphenylpropan-2-ol
• CAS: 405234-97-1
• 化学式: C₂₅H₂₅NO₂
• 分子量: 371.479
• InChiKey: MVAZPCHNBAUIJX-CVDCTZTESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.44
• 重原子数：
  28.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  41.82
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  二-O-二甲苯氯化磷 、 (4S,5S)-2-(5-methyl-2-phenyl-4,5-dihydrooxazol-4-yl)-1,3-diphenylpropan-2-ol 在 正丁基锂 、 四甲基乙二胺 作用下， 以 正戊烷 为溶剂， 生成
  参考文献：
  名称：

  Threonine-Derived Phosphinite-Oxazoline Ligands for the Ir-Catalyzed Enantioselective Hydrogenation

  摘要：

  A series of chiral phosphinite-oxazolines was synthesized in four Steps starting from carboxylic acids and threonine methyl ester. In the asymmetric hydrogenation of a number of alkenes, iridium complexes of these ligands induced significantly higher enantioselectivities than the corresponding serine-derived complexes. Enantiomeric excesses of 89 to 99% were obtained for unfunctionalized alkenes with turnover numbers of up to 5000.

  DOI：

  10.1002/1615-4169(200201)344:1<40::aid-adsc40>3.0.co;2-7
• 作为产物：
  描述：

  甲基 (4S,5S)-二氢-5-甲基-2-苯基-4-恶唑羧酸酯 、 苄基氯化镁 以 乙醚 为溶剂， 反应 4.0h， 以82%的产率得到(4S,5S)-2-(5-methyl-2-phenyl-4,5-dihydrooxazol-4-yl)-1,3-diphenylpropan-2-ol
  参考文献：
  名称：

  Threonine-Derived Phosphinite-Oxazoline Ligands for the Ir-Catalyzed Enantioselective Hydrogenation

  摘要：

  A series of chiral phosphinite-oxazolines was synthesized in four Steps starting from carboxylic acids and threonine methyl ester. In the asymmetric hydrogenation of a number of alkenes, iridium complexes of these ligands induced significantly higher enantioselectivities than the corresponding serine-derived complexes. Enantiomeric excesses of 89 to 99% were obtained for unfunctionalized alkenes with turnover numbers of up to 5000.

  DOI：

  10.1002/1615-4169(200201)344:1<40::aid-adsc40>3.0.co;2-7