trans-1-hexyl-4-hydroxy-5-oxopyrrolidine-3-carboxylic acid

• 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: trans-1-hexyl-4-hydroxy-5-oxopyrrolidine-3-carboxylic acid
• 英文别名: (3R,4S)-1-hexyl-4-hydroxy-5-oxopyrrolidine-3-carboxylic acid
• 化学式: C₁₁H₁₉NO₄
• 分子量: 229.276
• InChiKey: GTJMVROESDTWGI-BDAKNGLRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  77.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  trans-1-hexyl-4-hydroxy-5-oxopyrrolidine-3-carboxylic acid 、 2-(氯甲基)丙烯酸乙酯 在 对苯二酚 作用下， 以 四氢呋喃 为溶剂， 以78%的产率得到ethyl α-(1-hexyl-4-hydroxy-5-oxopyrrolidine-3-carboxylate methyl) acrylate
  参考文献：
  名称：

  Synthesis of new polyfunctional 2-pyrrolidinones from methyl 2-(carboethoxyhydroxymethyl)acrylate

  摘要：

  The synthesis of new polyfunctional 2-pyrrolidinone derivatives from methyl 2-(carboethoxyhydroxymethyl)acrylate is described. These alkenes present an extremely high reactivity upon Michael addition with primary amines leading to a simple, mild, and efficient route to the preparation of new polyfunctional pyrrolidinones. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.05.122
• 作为产物：
  描述：

  1-hexyl-4-hydroxy-5-oxopyrrolidine-3-carboxylate 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 2.0h， 以59%的产率得到trans-1-hexyl-4-hydroxy-5-oxopyrrolidine-3-carboxylic acid
  参考文献：
  名称：

  Synthesis of new polyfunctional 2-pyrrolidinones from methyl 2-(carboethoxyhydroxymethyl)acrylate

  摘要：

  The synthesis of new polyfunctional 2-pyrrolidinone derivatives from methyl 2-(carboethoxyhydroxymethyl)acrylate is described. These alkenes present an extremely high reactivity upon Michael addition with primary amines leading to a simple, mild, and efficient route to the preparation of new polyfunctional pyrrolidinones. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.05.122

文献信息

• Synthesis of new polyfunctional 2-pyrrolidinones from methyl 2-(carboethoxyhydroxymethyl)acrylate
  作者：Jean-François Morizur、Lon J. Mathias

  DOI：10.1016/j.tetlet.2007.05.122

  日期：2007.7

  The synthesis of new polyfunctional 2-pyrrolidinone derivatives from methyl 2-(carboethoxyhydroxymethyl)acrylate is described. These alkenes present an extremely high reactivity upon Michael addition with primary amines leading to a simple, mild, and efficient route to the preparation of new polyfunctional pyrrolidinones. (C) 2007 Elsevier Ltd. All rights reserved.