2-phenyl-5(4H)-oxazolonium iodide

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-phenyl-5(4H)-oxazolonium iodide
• 英文别名: 2-phenyl-4H-1,3-oxazol-3-ium-5-one;iodide
• 化学式: C₉H₇NO₂*HI
• 分子量: 289.073
• InChiKey: ALPWCFSLNNYORB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.93
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  40.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  甲醇 、 2-phenyl-5(4H)-oxazolonium iodide 在 三乙胺 作用下， 以98%的产率得到N-苯甲酰基甘氨酸甲酯
  参考文献：
  名称：

  HYDRO-DE-PHOSPHONIATION OF 4-SUBSTITUTED-4-TRIPHENYLPHOSPHONIO-S(4H)-OXAZOLONES WITH HYDROGEN IODIDE

  摘要：

  4-Substituted-4-triphenylphosphonio-5(4H)-oxazolones, when reacted with hydrogen iodide in methylene chloride at room temperature, undergo hydro-de-phosphoniation to 5(4H)-oxazolonium salts, which react with methanol and triethylamine to give the corresponding N-acyl alpha-amino acid methyl esters. The possible mechanisms of hydro-de-phosphoniation is discussed.

  DOI：

  10.1080/10426509908037030
• 作为产物：
  描述：

  2-phenyl-4-triphenylphosphoranylidene-5(4H)-oxazolone 在 氢碘酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以49%的产率得到2-phenyl-5(4H)-oxazolonium iodide
  参考文献：
  名称：

  HYDRO-DE-PHOSPHONIATION OF 4-SUBSTITUTED-4-TRIPHENYLPHOSPHONIO-S(4H)-OXAZOLONES WITH HYDROGEN IODIDE

  摘要：

  4-Substituted-4-triphenylphosphonio-5(4H)-oxazolones, when reacted with hydrogen iodide in methylene chloride at room temperature, undergo hydro-de-phosphoniation to 5(4H)-oxazolonium salts, which react with methanol and triethylamine to give the corresponding N-acyl alpha-amino acid methyl esters. The possible mechanisms of hydro-de-phosphoniation is discussed.

  DOI：

  10.1080/10426509908037030

文献信息

• HYDRO-DE-PHOSPHONIATION OF 4-SUBSTITUTED-4-TRIPHENYLPHOSPHONIO-S(4<i>H</i>)-OXAZOLONES WITH HYDROGEN IODIDE
  作者：Roman Mazurkiewicz、Anna W. Pierwocha、Agata Zabska

  DOI：10.1080/10426509908037030

  日期：1999.1.1

  4-Substituted-4-triphenylphosphonio-5(4H)-oxazolones, when reacted with hydrogen iodide in methylene chloride at room temperature, undergo hydro-de-phosphoniation to 5(4H)-oxazolonium salts, which react with methanol and triethylamine to give the corresponding N-acyl alpha-amino acid methyl esters. The possible mechanisms of hydro-de-phosphoniation is discussed.