ethyl 2-methylene-4-(4-phenyl-1H-pyrazol-1-yl)butanoate | 1333222-64-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: ethyl 2-methylene-4-(4-phenyl-1H-pyrazol-1-yl)butanoate
• 英文别名: Ethyl 2-methylidene-4-(4-phenylpyrazol-1-yl)butanoate；ethyl 2-methylidene-4-(4-phenylpyrazol-1-yl)butanoate
• CAS: 1333222-64-2
• 化学式: C₁₆H₁₈N₂O₂
• 分子量: 270.331
• InChiKey: VZCYVTFZUWNGPE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  44.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  聚合甲醛 、 ethyl 4-(4-phenyl-1H-pyrazol-1-yl)-2-(triphenylphosphoranylidene)butanoate 以 四氢呋喃 为溶剂， 以85%的产率得到ethyl 2-methylene-4-(4-phenyl-1H-pyrazol-1-yl)butanoate
  参考文献：
  名称：

  One-Pot (1-Ethoxycarbonylcyclopropyl)triphenylphosphonium Tetrafluoroborate Ring-Opening and Wittig Reaction

  摘要：

  An efficient method was developed for the synthesis of 2-methylene-4-substituted ethyl butyrates via cyclopropyl opening followed by a Wittig reaction. The desired products were formed in a two-step, one-pot reaction sequence. Alternatively, the key intermediate ylide 2 was isolable and could be stored under oxygen-free conditions and subsequently utilized. A variety of nucleophiles were found to open the commercially available cyclopropane 1. The resulting ylide reacted with aldehydes to provide E-olefinic products.

  DOI：

  10.1021/ol202207f