(4R,5R)-1-benzyl-4-(2-hydroxyethyl)-5-methylimidazolidin-2-one | 1007218-97-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: (4R,5R)-1-benzyl-4-(2-hydroxyethyl)-5-methylimidazolidin-2-one
• CAS: 1007218-97-4
• 化学式: C₁₃H₁₈N₂O₂
• 分子量: 234.298
• InChiKey: XVVMAOJWLNNQCI-ZYHUDNBSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  52.6
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  tert-butyl (2Z)-2-[(5R)-1-benzyl-5-methyl-2-oxoimidazolidin-4-ylidene]acetate 在 氨 、 sodium 、 sodium hydroxide 作用下， 以 四氢呋喃 为溶剂， 生成 (4R,5R)-1-benzyl-4-(2-hydroxyethyl)-5-methylimidazolidin-2-one 、 2-[(4R,5R)-1-benzyl-5-methyl-2-oxoimidazolidin-4-yl]acetic acid
  参考文献：
  名称：

  3-Aminopyrrolidines from α-Aminoacids:  Total Synthesis of (+)-Nemonapride from d-Alanine

  摘要：

  [GRAPHICS]The antipsychotic compound nemonapride 1 was synthesized in nine steps from D-alanine 2. The key steps for the synthesis of the 3-aminopyrrolidine moiety include a Birch reduction of a cyclic enaminoester and the reduction of a pyrrolidinone to the pyrrolidine 7. Final coupling with the benzoic acid derivative 9 gave 1 as a single enantio- and diastereomer.

  DOI：

  10.1021/jo702278k

文献信息

• 3-Aminopyrrolidines from α-Aminoacids:  Total Synthesis of (+)-Nemonapride from <scp>d</scp>-Alanine
  作者：Cam Thuy Hoang、Viet Hoang Nguyen、Valérie Alezra、Cyrille Kouklovsky

  DOI：10.1021/jo702278k

  日期：2008.2.1

  [GRAPHICS]The antipsychotic compound nemonapride 1 was synthesized in nine steps from D-alanine 2. The key steps for the synthesis of the 3-aminopyrrolidine moiety include a Birch reduction of a cyclic enaminoester and the reduction of a pyrrolidinone to the pyrrolidine 7. Final coupling with the benzoic acid derivative 9 gave 1 as a single enantio- and diastereomer.