N-butyl-2-cis-(8-oxo-7-azabicyclo[4.2.0]oct-7-yl)acetamide

• 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: N-butyl-2-cis-(8-oxo-7-azabicyclo[4.2.0]oct-7-yl)acetamide
• 英文别名: N-butyl-2-[(1R,6S)-8-oxo-7-azabicyclo[4.2.0]octan-7-yl]acetamide
• 化学式: C₁₃H₂₂N₂O₂
• 分子量: 238.33
• InChiKey: NGUZGRQZTIWJBL-MNOVXSKESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  49.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  聚合甲醛 、 异腈基正丁烷 、 (1RS,2SR)-2-aminocyclohexanecarboxylic acid 以 乙二醇 、 甘油 为溶剂， 反应 2.5h， 以23%的产率得到N-butyl-2-cis-(8-oxo-7-azabicyclo[4.2.0]oct-7-yl)acetamide
  参考文献：
  名称：

  Liquid-Phase Combinatorial Synthesis of Alicyclic β-Lactams via Ugi Four-Component Reaction

  摘要：

  [GRAPHICS]Alicyclic beta-lactams were successfully synthesized via a parallel liquid-phase Ugi four-center three-component reaction (U-4C-3CR), starting from alicyclic beta-amino acids such as cis-2-aminocyclohexanecarboxylic acid, cis-2-aminocyclopentanecarboxylic acid, 2,3-diexo-3-aminobicyclo[2.2.1]heptane-2-carboxylic acid and some of their partially unsaturated analogues. A six-membered mixture-based combinatorial library of beta-lactams was also generated.

  DOI：

  10.1021/ol025986r

文献信息

• Liquid-Phase Combinatorial Synthesis of Alicyclic <i>β</i>-Lactams via Ugi Four-Component Reaction
  作者：Szilvia Gedey、Johan Van der Eycken、Ferenc Fülöp

  DOI：10.1021/ol025986r

  日期：2002.5.1

  [GRAPHICS]Alicyclic beta-lactams were successfully synthesized via a parallel liquid-phase Ugi four-center three-component reaction (U-4C-3CR), starting from alicyclic beta-amino acids such as cis-2-aminocyclohexanecarboxylic acid, cis-2-aminocyclopentanecarboxylic acid, 2,3-diexo-3-aminobicyclo[2.2.1]heptane-2-carboxylic acid and some of their partially unsaturated analogues. A six-membered mixture-based combinatorial library of beta-lactams was also generated.