1-(propyl)-4,4-dimethyl-2,3-pyrrolidione | 1103469-22-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 1-(propyl)-4,4-dimethyl-2,3-pyrrolidione
• 英文别名: 4,4-Dimethyl-1-propylpyrrolidine-2,3-dione
• CAS: 1103469-22-2
• 化学式: C₉H₁₅NO₂
• 分子量: 169.224
• InChiKey: ZXJVRVJRRFUDEL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(propyl)-4,4-dimethyl-2,3-pyrrolidione 在 甲酸 、 Noyori's catalyst 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以99%的产率得到R-(1-propyl)-3-hydroxy-4,4-dimethylpyrrolidin-2-one
  参考文献：
  名称：

  Ru-TsDPEN with Formic Acid/Hünig’s Base for Asymmetric Transfer Hydrogenation, a Practical Synthesis of Optically Enriched N-Propyl Pantolactam

  摘要：

  The Noyori-Ikariya catalysts, Ru-TsDPEN I or 2, in combination with HCOOH/Hunig's base (5:2) have been successfully utilized for catalytic asymmetric transfer hydrogenation of alpha-ketopantolactam, and optically enriched N-substituted pantolactam was prepared (S/C = 500, up to 95% ee and 99% conversion in HCOOH/Hunig's base condition). More than 2 kg of this key intermediate 9 has been synthesized efficiently with excellent chemical yield and chiral purity.

  DOI：

  10.1021/jo802380j
• 作为产物：
  描述：

  在 磷酸 、 水 作用下， 以 甲苯 为溶剂， 以240 g的产率得到1-(propyl)-4,4-dimethyl-2,3-pyrrolidione
  参考文献：
  名称：

  Ru-TsDPEN with Formic Acid/Hünig’s Base for Asymmetric Transfer Hydrogenation, a Practical Synthesis of Optically Enriched N-Propyl Pantolactam

  摘要：

  The Noyori-Ikariya catalysts, Ru-TsDPEN I or 2, in combination with HCOOH/Hunig's base (5:2) have been successfully utilized for catalytic asymmetric transfer hydrogenation of alpha-ketopantolactam, and optically enriched N-substituted pantolactam was prepared (S/C = 500, up to 95% ee and 99% conversion in HCOOH/Hunig's base condition). More than 2 kg of this key intermediate 9 has been synthesized efficiently with excellent chemical yield and chiral purity.

  DOI：

  10.1021/jo802380j