1-((S)-4-Benzyl-2,2-dimethyl-oxazolidin-3-yl)-2-chloro-ethanone | 155185-83-4

• 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: 1-((S)-4-Benzyl-2,2-dimethyl-oxazolidin-3-yl)-2-chloro-ethanone
• CAS: 155185-83-4
• 化学式: C₁₄H₁₈ClNO₂
• 分子量: 267.755
• InChiKey: HMBVAWUUXMERAW-LBPRGKRZSA-N

物化性质

• 沸点：
  397.1±37.0 °C(predicted)
• 密度：
  1.163±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.43
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  29.54
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1-((S)-4-Benzyl-2,2-dimethyl-oxazolidin-3-yl)-2-chloro-ethanone 在 ammonium hydroxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 2-Amino-1-((S)-4-benzyl-2,2-dimethyl-oxazolidin-3-yl)-ethanone; hydrochloride
  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：

  (4S)-2,2-dimethyl-4-phenylmethyloxazolidine 、 氯乙酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以70%的产率得到1-((S)-4-Benzyl-2,2-dimethyl-oxazolidin-3-yl)-2-chloro-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