diethyl 2-hydroxy-3-methyl-1-phenylbutylphosphonate | 142465-88-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物
• 英文名称: diethyl 2-hydroxy-3-methyl-1-phenylbutylphosphonate
• 英文别名: 1-Diethoxyphosphoryl-3-methyl-1-phenylbutan-2-ol
• CAS: 142465-88-1
• 化学式: C₁₅H₂₅O₄P
• 分子量: 300.335
• InChiKey: AFVLQQNKJDVZEG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  20
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  diethyl 1-(benzoyloxy)-1-phenylmethylphosphonate 、 异丁醛 在 samarium diiodide 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 diethyl 2-hydroxy-3-methyl-1-phenylbutylphosphonate 、 diethyl 2-hydroxy-3-methyl-1-phenylbutylphosphonate
  参考文献：
  名称：

  Three-Component Coupling of Acylphosphonates and Two Carbonyl Compounds Promoted by Low-Valent Samariums:  One-Pot Synthesis of β-Hydroxyphosphonates

  摘要：

  Three-component coupling of acylphosphonates and two carbonyl compounds leading to beta-hydroxyphosphonates has been achieved with low-valent samariums. Thus, acylphosphonates reacted with aldehydes in the presence of semicatalytic amounts of samarium metal or SmI2 to give acyloxy-phosphonates in good yields. The second coupling reaction of the acyloxyphosphonates with aldehydes or ketones promoted by SmI2 afforded beta-hydroxyphosphonates instead of olefins. Moreover, these two reactions could be carried out in one pot.

  DOI：

  10.1021/jo991357s

文献信息

• Petrova, Jordanka; Momchilova, Snejana; Vassilev, Nikolay G., Phosphorus, Sulfur and Silicon and the Related Elements, 1992, vol. 68, # 1-4, p. 45 - 52
  作者：Petrova, Jordanka、Momchilova, Snejana、Vassilev, Nikolay G.

  DOI：——

  日期：——