4-nitrophenyl 2-(2,5-dioxopyrrolidin-1-yl)acetate | 75659-75-5

• 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: 4-nitrophenyl 2-(2,5-dioxopyrrolidin-1-yl)acetate
• 英文别名: (4-Nitrophenyl) 2-(2,5-dioxopyrrolidin-1-yl)acetate
• CAS: 75659-75-5
• 化学式: C₁₂H₁₀N₂O₆
• 分子量: 278.221
• InChiKey: LHHRLLVFMAVKBU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  110
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-nitrophenyl 2-(2,5-dioxopyrrolidin-1-yl)acetate 、 N-(p-tolylsulfonyl)-1,3-diphenyl-2-propen-1-imine 在 2-mesityl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 生成 1-((3R,4R)-2-oxo-4,6-diphenyl-1-tosyl-1,2,3,4-tetrahydropyridin-3-yl)pyrrolidine-2,5-dione
  参考文献：
  名称：

  Organocatalytic Activation of Alkylacetic Esters as Enolate Precursors to React with α,β-Unsaturated Imines

  摘要：

  Asymmetric functionalization of alkylacetic esters and their derivatives is traditionally achieved via preformed enolates with chiral auxiliaries. Catalytic versions of such transformations are attractive but challenging. A direct catalytic activation of simple alkylacetic esters via N-heterocyclic carbene organocatalysts to generate chiral enolate intermediates for highly enantioselective reactions is reported.

  DOI：

  10.1021/ol4021805
• 作为产物：
  描述：

  对硝基苯酚 、 (2,5-二氧代吡咯烷-1-基)乙酸 在 N,N'-二环己基碳二亚胺 作用下， 以 乙酸乙酯 为溶剂， 生成 4-nitrophenyl 2-(2,5-dioxopyrrolidin-1-yl)acetate
  参考文献：
  名称：

  Organocatalytic Activation of Alkylacetic Esters as Enolate Precursors to React with α,β-Unsaturated Imines

  摘要：

  Asymmetric functionalization of alkylacetic esters and their derivatives is traditionally achieved via preformed enolates with chiral auxiliaries. Catalytic versions of such transformations are attractive but challenging. A direct catalytic activation of simple alkylacetic esters via N-heterocyclic carbene organocatalysts to generate chiral enolate intermediates for highly enantioselective reactions is reported.

  DOI：

  10.1021/ol4021805

文献信息

• Organocatalytic Activation of Alkylacetic Esters as Enolate Precursors to React with α,β-Unsaturated Imines
  作者：Lin Hao、Shaojin Chen、Jianfeng Xu、Bhoopendra Tiwari、Zhenqian Fu、Tong Li、Jieyan Lim、Yonggui Robin Chi

  DOI：10.1021/ol4021805

  日期：2013.10.4

  Asymmetric functionalization of alkylacetic esters and their derivatives is traditionally achieved via preformed enolates with chiral auxiliaries. Catalytic versions of such transformations are attractive but challenging. A direct catalytic activation of simple alkylacetic esters via N-heterocyclic carbene organocatalysts to generate chiral enolate intermediates for highly enantioselective reactions is reported.