ethyl p-methoxybenzoylphenylphosphinate | 1207386-95-5

• 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: ethyl p-methoxybenzoylphenylphosphinate
• 英文别名: [Ethoxy(phenyl)phosphoryl]-(4-methoxyphenyl)methanone
• CAS: 1207386-95-5
• 化学式: C₁₆H₁₇O₄P
• 分子量: 304.282
• InChiKey: JQGVEBVOCVYTNA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl p-methoxybenzoylphenylphosphinate 、 丙酮 在 L-脯氨酸 、 水 作用下， 反应 40.0h， 生成 ethyl [1-hydroxy-1-(4-methoxyphenyl)-3-oxobutyl](phenyl)phosphinate 、 ethyl [1-hydroxy-1-(4-methoxyphenyl)-3-oxobutyl](phenyl)phosphinate 、 ethyl [1-hydroxy-1-(4-methoxyphenyl)-3-oxobutyl](phenyl)phosphinate
  参考文献：
  名称：

  Organocatalytic Enantioselective Synthesis of Both Diastereomers of α-Hydroxyphosphinates

  摘要：

  Racemic alpha-acylphosphinates and formylphosphinate hydrate were used directly as the substrates in a proline derivative-catalyzed cross aldol reaction with ketones. Because of the preexisting phosphorus stereogenic center, a mixture of two diastereomers of the corresponding alpha-hydroxyphosphinates was obtained in this reaction. Good to high enantioselectivities (up to 99% ee) were obtained simultaneously for the two diastereomers in good yields. Good diastereoselectivities were also obtained when the reaction generates an additional carbon stereogenic center.

  DOI：

  10.1021/jo9022099