(R)-(-)-1-methyl-5-phenylpyrrolidine-2,3-dione | 1050518-22-3

• 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: (R)-(-)-1-methyl-5-phenylpyrrolidine-2,3-dione
• 英文别名: (5R)-1-methyl-5-phenylpyrrolidine-2,3-dione
• CAS: 1050518-22-3
• 化学式: C₁₁H₁₁NO₂
• 分子量: 189.214
• InChiKey: VBHHMBPIAWTPRI-SECBINFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 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：

  (R)-(-)-1-methyl-5-phenylpyrrolidine-2,3-dione 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以84%的产率得到(3R,5R)-(+)-3-hydroxy-1-methyl-5-phenylpyrrolidin-2-one
  参考文献：
  名称：

  Synthesis and Absolute Configuration of Novel N,O-Psiconucleosides Using (R)-N-Phenylpantolactam as a Resolution Agent

  摘要：

  A series of novel N,O-psiconucleosides has been prepared in both enantiomeric forms by resolution of an advanced racemic synthetic intermediate using (R)-N-phenylpantolactam as a chiral resolution agent. The absolute configuration of all of these compounds has been unequivocally established by chemical correlation with the novel (R)- or (S)-1-methyl-5-phenylpyrrolidine-2.3-dione, prepared from the known (R)- and (S)-1-methyl-5-phenylpyrrolidin-2-one, respectively.

  DOI：

  10.1021/jo800769m
• 作为产物：
  描述：

  (3R,5R,3'R)-4,4-dimethyl-2-oxo-1-phenylpyrrolidin-3-yl 2-methyl-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydro-1-pyrimidinyl)-3-phenylisoxazolidine-5-carboxylate 在 Ra-Ni 氢气 、 sodium dichromate 、 硫酸 、 溶剂黄146 作用下， 以 乙醇 、 水 为溶剂， 20.0 ℃ 、1.01 MPa 条件下， 反应 48.17h， 以81%的产率得到(R)-(-)-1-methyl-5-phenylpyrrolidine-2,3-dione
  参考文献：
  名称：

  Synthesis and Absolute Configuration of Novel N,O-Psiconucleosides Using (R)-N-Phenylpantolactam as a Resolution Agent

  摘要：

  A series of novel N,O-psiconucleosides has been prepared in both enantiomeric forms by resolution of an advanced racemic synthetic intermediate using (R)-N-phenylpantolactam as a chiral resolution agent. The absolute configuration of all of these compounds has been unequivocally established by chemical correlation with the novel (R)- or (S)-1-methyl-5-phenylpyrrolidine-2.3-dione, prepared from the known (R)- and (S)-1-methyl-5-phenylpyrrolidin-2-one, respectively.

  DOI：

  10.1021/jo800769m