benzyl 5-(diisopropyl phosphono)pentanoate | 949166-57-8

• 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: benzyl 5-(diisopropyl phosphono)pentanoate
• 英文别名: Benzyl 5-di(propan-2-yloxy)phosphorylpentanoate
• CAS: 949166-57-8
• 化学式: C₁₈H₂₉O₅P
• 分子量: 356.399
• InChiKey: ULGGDRADENGBDZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  24
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  benzyl 5-(diisopropyl phosphono)pentanoate 在 盐酸 作用下， 反应 72.0h， 以77%的产率得到5-磷戊酸
  参考文献：
  名称：

  Synthesis of Benzyl Diisopropyl 5-Phosphonopentanoate and 5-Phosphonopentanoic Acid: An Analog of Succinyl Phosphate

  摘要：

  Benzyl 5-(diisopropoxyphosphoryl)pentanoate (benzyl diisopropyl 5-phosphonopentanoate) was synthesized from 5-bromopentanoic acid in three steps. The first step esterified 5-bromopentanoic acid with benzyl alcohol, the second step was a Finkelstein halogen exchange with sodium iodide, and the third step was a Michaelis-Arbuzov reaction. This compound was characterized by NMR and high-resolution mass spectrometry. This compound was hydrolyzed to produce 5-phosphonopentanoic acid, which is an analog of succinyl phosphate and a possible enzyme inhibitor.

  DOI：

  10.1080/10426500601013307
• 作为产物：
  描述：

  5-溴戊酸 在 4-二甲氨基吡啶 N,N'-二环己基碳二亚胺 、 sodium iodide 作用下， 以 乙醚 、 丙酮 为溶剂， 反应 4.25h， 生成 benzyl 5-(diisopropyl phosphono)pentanoate
  参考文献：
  名称：

  Synthesis of Benzyl Diisopropyl 5-Phosphonopentanoate and 5-Phosphonopentanoic Acid: An Analog of Succinyl Phosphate

  摘要：

  Benzyl 5-(diisopropoxyphosphoryl)pentanoate (benzyl diisopropyl 5-phosphonopentanoate) was synthesized from 5-bromopentanoic acid in three steps. The first step esterified 5-bromopentanoic acid with benzyl alcohol, the second step was a Finkelstein halogen exchange with sodium iodide, and the third step was a Michaelis-Arbuzov reaction. This compound was characterized by NMR and high-resolution mass spectrometry. This compound was hydrolyzed to produce 5-phosphonopentanoic acid, which is an analog of succinyl phosphate and a possible enzyme inhibitor.

  DOI：

  10.1080/10426500601013307