ethyl 5-(diisopropoxyphosphoryl)-4-phenyl-1H-pyrazole-3-carboxylate

• 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 5-(diisopropoxyphosphoryl)-4-phenyl-1H-pyrazole-3-carboxylate
• 英文别名: ethyl 5-[oxido-di(propan-2-yloxy)phosphaniumyl]-4-phenyl-1H-pyrazole-3-carboxylate
• 化学式: C₁₈H₂₅N₂O₅P
• 分子量: 380.381
• InChiKey: WLQYFTMGNMTWAD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  26
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  96.5
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  肉桂酸乙酯 、 diisopropyl diazomethylphosphonate 在 manganese(IV) oxide 作用下， 以 二氯甲烷 为溶剂， 反应 25.33h， 以82%的产率得到ethyl 5-(diisopropoxyphosphoryl)-4-phenyl-1H-pyrazole-3-carboxylate
  参考文献：
  名称：

  Microwave-assisted cycloaddition of diisopropyl diazomethylphosphonate to electron-deficient alkenes: synthesis of multifunctionalized phosphonopyrazolynes and phosphonopyrazoles

  摘要：

  An efficient method for the synthesis of functionalized phosphonopyrazolines has been developed. The procedure involved the microwave-assisted cycloaddition of diisopropyl diazomethylphosphonate to dipolarophiles, such as ex,alpha,beta-unsaturated-nitriles and -esters, performed in neat conditions. By oxidative aromatization the phosphonopyrazolines, thus obtained, were converted into the corresponding phosphonopyazoles Alternatively, phosphonopyazoles could be obtained by a one-pot, two step procedure directly from dipolarophiles, thus avoiding the isolation of the intermediate pyrazolines. Full spectroscopic characterization of the compounds has been also reported. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.10.069