1-(4-Methoxy-phenyl)-4-oxo-2-((E)-styryl)-azetidine-2-carboxylic acid cyclohexylamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酰胺类
• 英文名称: 1-(4-Methoxy-phenyl)-4-oxo-2-((E)-styryl)-azetidine-2-carboxylic acid cyclohexylamide
• 英文别名: N-cyclohexyl-1-(4-methoxyphenyl)-4-oxo-2-[(E)-2-phenylethenyl]azetidine-2-carboxamide
• 化学式: C₂₅H₂₈N₂O₃
• 分子量: 404.509
• InChiKey: ZZALRVXJIQOPNG-WUKNDPDISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  58.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (E)-2-[(2-Chloro-acetyl)-(4-methoxy-phenyl)-amino]-4-phenyl-but-3-enoic acid cyclohexylamide 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 以79%的产率得到1-(4-Methoxy-phenyl)-4-oxo-2-((E)-styryl)-azetidine-2-carboxylic acid cyclohexylamide
  参考文献：
  名称：

  A Facile Synthesis of β-Lactams Based on the Isocyanide Chemistry

  摘要：

  The reaction between (E)-cinnamaldehyde (1), chloroacetic acid (2), cyclohexyl isocyanide (3), and amines 4 afforded the expected Ugi 4-CC products 5, which were easily cyclised to (E)-1-substituted N-cyclohexyl-2-(1-phenylethen-2-yl)-4-oxoazetidine-2-carboxamides 6 upon treatment with methanolic KOH. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00389-4

文献信息

• A Facile Synthesis of β-Lactams Based on the Isocyanide Chemistry
  作者：Ricardo Bossio、Carlos F Marcos、Stefano Marcaccini、Roberto Pepino

  DOI：10.1016/s0040-4039(97)00389-4

  日期：1997.4

  The reaction between (E)-cinnamaldehyde (1), chloroacetic acid (2), cyclohexyl isocyanide (3), and amines 4 afforded the expected Ugi 4-CC products 5, which were easily cyclised to (E)-1-substituted N-cyclohexyl-2-(1-phenylethen-2-yl)-4-oxoazetidine-2-carboxamides 6 upon treatment with methanolic KOH. (C) 1997 Elsevier Science Ltd.