17-dimethylphosphonooxylinoleic acid methyl ester | 672263-70-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 17-dimethylphosphonooxylinoleic acid methyl ester
• CAS: 672263-70-6
• 化学式: C₂₁H₃₉O₆P
• 分子量: 418.511
• InChiKey: ABHYESFLKKHMRO-BYZVSTBBSA-N

物化性质

• 沸点：
  480.2±45.0 °C(Predicted)
• 密度：
  1.021±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.37
• 重原子数：
  28.0
• 可旋转键数：
  18.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  71.06
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  17-dimethylphosphonooxylinoleic acid methyl ester 在 hog liver esterase 、 三甲基溴硅烷 、 氯甲酸乙酯 、 三乙胺 作用下， 以 四氢呋喃 、 phosphate buffer 、 乙腈 为溶剂， 反应 27.08h， 生成 N-(17-phosphonooxylinoleoyl)-L-glutamine
  参考文献：
  名称：

  N-(17-Phosphonooxylinolenoyl)glutamine and N-(17-phosphonooxylinoleoyl)glutamine from Insect Gut:  The First Backbone-Phosphorylated Fatty Acid Derivatives in Nature

  摘要：

  N-(17-Phosphonooxylinolenoyl)glutamine (1) and N-(17-phosphonooxylinoleoyl)glutamine (2) were isolated from the regurgitate of Spodoptora exigua and identified as the first natural alkyl chain-phosphorylated fatty acid derivatives. The compounds were characterized by HPLC-MS/MS and the assigned structures confirmed by synthesis via a dissymmetric bis-Wittig approach as the key reaction. Rearing of the larvae on a diet enriched with inorganic phosphate increased the amount of the phosphorylated N-acyl glutamines in the regurgitate.

  DOI：

  10.1021/jo035382g
• 作为产物：
  描述：

  17-tert-butyldimethylsilyloxylinoleic acid methyl ester 在 吡啶 、 四丁基氟化铵 、 碘 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 12.0h， 生成 17-dimethylphosphonooxylinoleic acid methyl ester
  参考文献：
  名称：

  N-(17-Phosphonooxylinolenoyl)glutamine and N-(17-phosphonooxylinoleoyl)glutamine from Insect Gut:  The First Backbone-Phosphorylated Fatty Acid Derivatives in Nature

  摘要：

  N-(17-Phosphonooxylinolenoyl)glutamine (1) and N-(17-phosphonooxylinoleoyl)glutamine (2) were isolated from the regurgitate of Spodoptora exigua and identified as the first natural alkyl chain-phosphorylated fatty acid derivatives. The compounds were characterized by HPLC-MS/MS and the assigned structures confirmed by synthesis via a dissymmetric bis-Wittig approach as the key reaction. Rearing of the larvae on a diet enriched with inorganic phosphate increased the amount of the phosphorylated N-acyl glutamines in the regurgitate.

  DOI：

  10.1021/jo035382g