N-(4-chlorophenyl)-4',4'-diethyl-1-hydroxy-1,3-dihydrospiro[indene-2,2'-pyrrolidine]-3',5'-dione

• 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: N-(4-chlorophenyl)-4',4'-diethyl-1-hydroxy-1,3-dihydrospiro[indene-2,2'-pyrrolidine]-3',5'-dione
• 英文别名: (1S,2R)-1'-(4-chlorophenyl)-3',3'-diethyl-1-hydroxyspiro[1,3-dihydroindene-2,5'-pyrrolidine]-2',4'-dione
• 化学式: C₂₂H₂₂ClNO₃
• 分子量: 383.875
• InChiKey: QYWAHQNPNMQQOS-PGRDOPGGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  57.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N-(4-chlorophenyl)-2,2-diethyl-3-oxobutanamide 、 邻苯二甲醛 在 potassium tert-butylate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.42h， 以50%的产率得到N-(4-chlorophenyl)-4',4'-diethyl-1-hydroxy-1,3-dihydrospiro[indene-2,2'-pyrrolidine]-3',5'-dione
  参考文献：
  名称：

  One-Pot Tandem Double-Aldol Reaction/Aza-Addition of Acetylacetamides and o-Phthalaldehyde Leading to Spiroindan-2,2′-pyrrolidines

  摘要：

  A novel domino reaction based on o-phthalaldehyde and 3-oxo-N-arylbutanamide 1 has been developed which allows one-pot and efficient synthesis of structurally complex spiroindan-2,2'-pyrrolidines 2 and 3 with complete regioselectivity and high stereoselectivity from acyclic precursors.

  DOI：

  10.1021/ol802507y

文献信息

• One-Pot Tandem Double-Aldol Reaction/Aza-Addition of Acetylacetamides and <i>o</i>-Phthalaldehyde Leading to Spiroindan-2,2′-pyrrolidines
  作者：Xin Cheng、Fushun Liang、Fan Shi、Lei Zhang、Qun Liu

  DOI：10.1021/ol802507y

  日期：2009.1.1

  A novel domino reaction based on o-phthalaldehyde and 3-oxo-N-arylbutanamide 1 has been developed which allows one-pot and efficient synthesis of structurally complex spiroindan-2,2'-pyrrolidines 2 and 3 with complete regioselectivity and high stereoselectivity from acyclic precursors.