methyl (1S,3R,3aS,6aR)-4,6-dioxo-3-(1-naphthyl)-5-(p-methylphenyl)-octahydropyrrolo[3,4-c]pyrrole-1-carboxylate | 1004792-54-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: methyl (1S,3R,3aS,6aR)-4,6-dioxo-3-(1-naphthyl)-5-(p-methylphenyl)-octahydropyrrolo[3,4-c]pyrrole-1-carboxylate
• 英文别名: methyl (1R,3S,3aR,6aS)-5-(4-methylphenyl)-1-naphthalen-1-yl-4,6-dioxo-2,3,3a,6a-tetrahydro-1H-pyrrolo[3,4-c]pyrrole-3-carboxylate
• CAS: 1004792-54-4
• 化学式: C₂₅H₂₂N₂O₄
• 分子量: 414.461
• InChiKey: ZSHQXSJZXVWFIU-LRSLUSHPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  75.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1-(4-甲基苯基)-1H-吡咯-2,5-二酮 、 (E)-[(naphthalen-1-ylmethylene)-amino]-acetic acid methyl ester 在 chiral 1,1'-binaphthyl-2,2'-diamine-based nickel(II) complex N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 methyl (1S,3R,3aS,6aR)-4,6-dioxo-3-(1-naphthyl)-5-(p-methylphenyl)-octahydropyrrolo[3,4-c]pyrrole-1-carboxylate 、 methyl (1R,3S,3aR,6aS)-4,6-dioxo-3-(1-naphthyl)-5-(p-methylphenyl)-octahydropyrrolo[3,4-c]pyrrole-1-carboxylate
  参考文献：
  名称：

  Axially Chiral BINIM and Ni(II)-Catalyzed Highly Enantioselective 1,3-Dipolar Cycloaddition Reactions of Azomethine Ylides and N-Arylmaleimides

  摘要：

  [GRAPHICS]Axially chiral BINIM-Ni(II) complexes are effective catalysts in the asymmetric 1,3-dipolar cycloaddition reactions of azomethine ylides and N-arylmaleimides to give the corresponding adducts in good yields and up to 95% enantiomeric excesses.

  DOI：

  10.1021/jo701561d

文献信息

• Axially Chiral BINIM and Ni(II)-Catalyzed Highly Enantioselective 1,3-Dipolar Cycloaddition Reactions of Azomethine Ylides and <i>N</i>-Arylmaleimides
  作者：Jing-Wen Shi、Mei-Xin Zhao、Zhi-Yu Lei、Min Shi

  DOI：10.1021/jo701561d

  日期：2008.1.1

  [GRAPHICS]Axially chiral BINIM-Ni(II) complexes are effective catalysts in the asymmetric 1,3-dipolar cycloaddition reactions of azomethine ylides and N-arylmaleimides to give the corresponding adducts in good yields and up to 95% enantiomeric excesses.