Methyl 2-(benzenesulfonyl)-4-bromopyrazole-3-carboxylate | 190263-45-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Methyl 2-(benzenesulfonyl)-4-bromopyrazole-3-carboxylate
• CAS: 190263-45-7
• 化学式: C₁₁H₉BrN₂O₄S
• 分子量: 345.173
• InChiKey: JLENQCYHKQDNPL-UHFFFAOYSA-N

物化性质

• 沸点：
  487.4±48.0 °C(Predicted)
• 密度：
  1.69±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  86.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Methyl 2-(benzenesulfonyl)-4-bromopyrazole-3-carboxylate 在 水 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以71%的产率得到4-溴-吡唑-3-甲酸乙酯
  参考文献：
  名称：

  4-Substituted-5(3)-carbamoyl-3(5)-(2-deoxy-β-D-ribofuranosyl)pyrazoles. Application of Palladium Catalyzed Glycal Coupling Methodology to the Synthesis of Pyrazofurin Analogs

  摘要：

  Analogs of the C-nucleoside pyrazofurin were prepared in 7-9 steps using a key Pd(0)-catalyzed coupling reaction between protected iodopyrazoles 6a and 6b and glycal 8 to form the glycosyl bond. Conditions for this reaction were improved from those previously described for related reactions in order to maximize product yields and eliminate the need for triphenylarsine.

  DOI：

  10.1080/07328319708001352
• 作为产物：
  描述：

  4-溴-1-(苯基磺酰基)吡唑 、 氯甲酸甲酯 在 苯基锂 作用下， 以 乙醚 为溶剂， 反应 0.5h， 以82%的产率得到Methyl 2-(benzenesulfonyl)-4-bromopyrazole-3-carboxylate
  参考文献：
  名称：

  4-Substituted-5(3)-carbamoyl-3(5)-(2-deoxy-β-D-ribofuranosyl)pyrazoles. Application of Palladium Catalyzed Glycal Coupling Methodology to the Synthesis of Pyrazofurin Analogs

  摘要：

  Analogs of the C-nucleoside pyrazofurin were prepared in 7-9 steps using a key Pd(0)-catalyzed coupling reaction between protected iodopyrazoles 6a and 6b and glycal 8 to form the glycosyl bond. Conditions for this reaction were improved from those previously described for related reactions in order to maximize product yields and eliminate the need for triphenylarsine.

  DOI：

  10.1080/07328319708001352