(2R,1R)-diethyl [1-hydroxy-2-methyl-3-oxo-1-phenylpropyl]phosphonate | 1315552-58-9

• 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: (2R,1R)-diethyl [1-hydroxy-2-methyl-3-oxo-1-phenylpropyl]phosphonate
• CAS: 1315552-58-9
• 化学式: C₁₄H₂₁O₅P
• 分子量: 300.292
• InChiKey: ZKCYMIVZNGRKMM-TZMCWYRMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.93
• 重原子数：
  20.0
• 可旋转键数：
  8.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  72.83
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  苯甲酰膦酸二乙酯 、 丙醛 在 大茴香酸 、 奎宁胺 作用下， 以 甲苯 为溶剂， 反应 216.0h， 生成 (2R,1R)-diethyl [1-hydroxy-2-methyl-3-oxo-1-phenylpropyl]phosphonate 、 (2S,1R)-diethyl [1-hydroxy-2-methyl-3-oxo-1-phenylpropyl]phosphonate 、 (2R,1S)-diethyl [1-hydroxy-2-methyl-3-oxo-1-phenylpropyl]phosphonate 、 (2S,1S)-diethyl [1-hydroxy-2-methyl-3-oxo-1-phenylpropyl]phosphonate
  参考文献：
  名称：

  Organocatalytic Highly Enantioselective Synthesis of β-Formyl-α-hydroxyphosphonates

  摘要：

  AbstractThe cross‐aldol reaction between enolizable aldehydes and α‐ketophosphonates was achieved for the first time by using 9‐amino‐9‐deoxy‐epi‐quinine as the catalyst. β‐Formyl‐α‐hydroxyphosphonates were obtained in high to excellent enantioselectivities. The reaction works especially well with acetaldehyde, which is a tough substrate for organocatalyzed cross‐aldol reactions. The products were demonstrated to have anticancer activities.

  DOI：

  10.1002/adsc.201000835