1-benzyl-3-methyl-3-phenyl-azetidin-2-one | 2025-77-6

• 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-benzyl-3-methyl-3-phenyl-azetidin-2-one
• 英文别名: 1-Benzyl-3-methyl-3-phenyl-azetidinon-(2)；1-Benzyl-3-methyl-3-phenylazetidin-2-one
• CAS: 2025-77-6
• 化学式: C₁₇H₁₇NO
• 分子量: 251.328
• InChiKey: OWPQHLLYGFGTFK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-(苄基氨基)乙腈 在 四氢呋喃 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.25h， 生成 1-benzyl-3-methyl-3-phenyl-azetidin-2-one
  参考文献：
  名称：

  Solid-Phase Synthesis of Monocyclic β-Lactam Derivatives

  摘要：

  Liquid-phase studies concerning the solid-phase synthesis of monocyclic beta-lactams via the esterenolate imine condensation route have been conducted utilizing triazene esters 1 and 2 as model compounds. Esters were attached to benzylamine resin 6 by a triazene linker employing the respective diazonium salts. Immobilized ester-enolates 8 and 10 were reacted with various imines and imine precursors to give polymer-bound beta-lactams 14 and 17 in different substitution patterns. Traceless cleavage from the triazene linker yields the desired beta-lactams 16 and 19.

  DOI：

  10.1021/jo0261552

文献信息

• Solid-Phase Synthesis of Monocyclic β-Lactam Derivatives
  作者：S. Schunk、D. Enders

  DOI：10.1021/jo0261552

  日期：2002.11.1

  Liquid-phase studies concerning the solid-phase synthesis of monocyclic beta-lactams via the esterenolate imine condensation route have been conducted utilizing triazene esters 1 and 2 as model compounds. Esters were attached to benzylamine resin 6 by a triazene linker employing the respective diazonium salts. Immobilized ester-enolates 8 and 10 were reacted with various imines and imine precursors to give polymer-bound beta-lactams 14 and 17 in different substitution patterns. Traceless cleavage from the triazene linker yields the desired beta-lactams 16 and 19.