2-(Benzhydrylidene-amino)-1-((S)-2,2-dimethyl-4-phenyl-oxazolidin-3-yl)-ethanone | 155185-89-0

• 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-(Benzhydrylidene-amino)-1-((S)-2,2-dimethyl-4-phenyl-oxazolidin-3-yl)-ethanone
• CAS: 155185-89-0
• 化学式: C₂₆H₂₆N₂O₂
• 分子量: 398.505
• InChiKey: BEQXQZOAERCPEE-HSZRJFAPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.86
• 重原子数：
  30.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  41.9
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  特戊醛 、 2-(Benzhydrylidene-amino)-1-((S)-2,2-dimethyl-4-phenyl-oxazolidin-3-yl)-ethanone 在 盐酸 、 二异丙氧基二氯化钛 、 lithium diisopropyl amide 作用下， 生成 (2R,3R)-2-Amino-1-((S)-2,2-dimethyl-4-phenyl-oxazolidin-3-yl)-3-hydroxy-4,4-dimethyl-pentan-1-one 、 (2S,3S)-2-Amino-1-((S)-2,2-dimethyl-4-phenyl-oxazolidin-3-yl)-3-hydroxy-4,4-dimethyl-pentan-1-one
  参考文献：
  名称：

  Asymmetric anti-selective aldol reactions of titanium Z-enolates derived from N-alkylideneglycinamides bearing a 2,2-dimethyloxazolidine chiral controller

  摘要：

  Asymmetric aldol reactions of titanium Z-enolates of N-diphenylmethylene derivatives of glycinamides derived from (4S)-2,2-dimethyloxazolidine chiral auxiliaries are highly ul,ul-1,4-inductive. Hydrolytic removal of the chiral auxiliary from the aldol adducts provide optically active anti-isomers of alpha-amino-beta-hydroxy acids with 2R-absolute configuration.

  DOI：

  10.1016/s0040-4039(00)61414-4
• 作为产物：
  描述：

  2-Chloro-1-((S)-2,2-dimethyl-4-phenyl-oxazolidin-3-yl)-ethanone 在 ammonium hydroxide 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 26.0h， 生成 2-(Benzhydrylidene-amino)-1-((S)-2,2-dimethyl-4-phenyl-oxazolidin-3-yl)-ethanone
  参考文献：
  名称：

  Asymmetric anti-selective aldol reactions of titanium Z-enolates derived from N-alkylideneglycinamides bearing a 2,2-dimethyloxazolidine chiral controller

  摘要：

  Asymmetric aldol reactions of titanium Z-enolates of N-diphenylmethylene derivatives of glycinamides derived from (4S)-2,2-dimethyloxazolidine chiral auxiliaries are highly ul,ul-1,4-inductive. Hydrolytic removal of the chiral auxiliary from the aldol adducts provide optically active anti-isomers of alpha-amino-beta-hydroxy acids with 2R-absolute configuration.

  DOI：

  10.1016/s0040-4039(00)61414-4