diethyl 2-(5-oxo-1-phenethyl-2-pyrrolidinyl)malonate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: diethyl 2-(5-oxo-1-phenethyl-2-pyrrolidinyl)malonate
• 英文别名: Diethyl 2-[1-[2-(4-methoxyphenyl)ethyl]-5-oxopyrrolidin-2-yl]propanedioate
• 化学式: C₂₀H₂₇NO₆
• 分子量: 377.437
• InChiKey: YSUOOIOZILGIQQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  27
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  82.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-(4-甲氧苯基)乙胺 在 溶剂黄146 、 锌 作用下， 以 四氢呋喃 为溶剂， 反应 73.0h， 生成 diethyl 2-(5-oxo-1-phenethyl-2-pyrrolidinyl)malonate
  参考文献：
  名称：

  Preparation of 1,5-Disubstituted Pyrrolidin-2-ones

  摘要：

  1,5-Disubstituted pyrrolidin-2-ones 18a-g, 19a-h, and 20a-f were synthesized in good to excellent yields via the nucleophilic substitution of 5-(benzotriazol-1-yl)-1-substituted-pyrrolidin-2-ones 9 with allylsilanes, organozinc reagents, and phosphorus compounds. Compounds 9 and 5-(benzotriazol-2-yl)-1-substituted-pyrrolidin-2-one isomers 10 are readily prepared in total 70-84% yields from 2,5-dimethoxy-2,5-dihydrofuran (7), primary amines 8, and benzotriazole; 9 and 10 react identically with nucleophiles.

  DOI：

  10.1021/jo000219w

文献信息

• Preparation of 1,5-Disubstituted Pyrrolidin-2-ones
  作者：Alan R. Katritzky、Shamal Mehta、Hai-Ying He、Xilin Cui

  DOI：10.1021/jo000219w

  日期：2000.7.1

  1,5-Disubstituted pyrrolidin-2-ones 18a-g, 19a-h, and 20a-f were synthesized in good to excellent yields via the nucleophilic substitution of 5-(benzotriazol-1-yl)-1-substituted-pyrrolidin-2-ones 9 with allylsilanes, organozinc reagents, and phosphorus compounds. Compounds 9 and 5-(benzotriazol-2-yl)-1-substituted-pyrrolidin-2-one isomers 10 are readily prepared in total 70-84% yields from 2,5-dimethoxy-2,5-dihydrofuran (7), primary amines 8, and benzotriazole; 9 and 10 react identically with nucleophiles.