1-(Benzyloxy)-5-(methylthio)pyrazole

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 1-(Benzyloxy)-5-(methylthio)pyrazole
• 英文别名: 5-Methylsulfanyl-1-phenylmethoxypyrazole
• 化学式: C₁₁H₁₂N₂OS
• 分子量: 220.295
• InChiKey: NMAWEZHBRDBBOF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  52.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  二甲基二硫 、 1-(苄氧基)吡唑 在 四甲基乙二胺 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以95%的产率得到1-(Benzyloxy)-5-(methylthio)pyrazole
  参考文献：
  名称：

  Synthesis of 5-Substituted 1-Hydroxypyrazoles through Directed Lithiation of 1-(Benzyloxy)pyrazole

  摘要：

  1-Hydroxypyrazoles have been converted to 1-(benzyloxy), [(9-phenylfluorenyl)oxy], [(N,N-diethylcarbamoyl)oxy], and (-silyloxy)pyrazoles. 1-(Benzyloxy)pyrazole was lithiated selectively in the 5-position. Subsequent reaction with electrophiles gives rise to 1-(benzyloxy)pyrazole with carbon, halogen, silicon, sulfur, or tin substituents at the 5-position. 1-(Benzyloxy)pyrazoles could be debenzylated by hydrogen bromide or hydrogenolysis producing 5-substituted 1-hydroxypyrazoles in high overall yield.

  DOI：

  10.1021/jo00121a017

文献信息

• Synthesis of 5-Substituted 1-Hydroxypyrazoles through Directed Lithiation of 1-(Benzyloxy)pyrazole
  作者：Per Vedso、Mikael Begtrup

  DOI：10.1021/jo00121a017

  日期：1995.8

  1-Hydroxypyrazoles have been converted to 1-(benzyloxy), [(9-phenylfluorenyl)oxy], [(N,N-diethylcarbamoyl)oxy], and (-silyloxy)pyrazoles. 1-(Benzyloxy)pyrazole was lithiated selectively in the 5-position. Subsequent reaction with electrophiles gives rise to 1-(benzyloxy)pyrazole with carbon, halogen, silicon, sulfur, or tin substituents at the 5-position. 1-(Benzyloxy)pyrazoles could be debenzylated by hydrogen bromide or hydrogenolysis producing 5-substituted 1-hydroxypyrazoles in high overall yield.