methyl (4E,6S,7R,9Z)-6-acetoxy-7-hydroxy-3-(methoxymethoxy)pentadeca-4,9-dienoate | 1225292-04-5

• 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: methyl (4E,6S,7R,9Z)-6-acetoxy-7-hydroxy-3-(methoxymethoxy)pentadeca-4,9-dienoate
• CAS: 1225292-04-5
• 化学式: C₂₀H₃₄O₇
• 分子量: 386.486
• InChiKey: YRMNWURQXATNCQ-PURXABNQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.91
• 重原子数：
  27.0
• 可旋转键数：
  15.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  91.29
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  methyl (4E,6S,7R,9Z)-6-acetoxy-7-hydroxy-3-(methoxymethoxy)pentadeca-4,9-dienoate 在 sodium hydride 作用下， 以 甲醇 为溶剂， 反应 7.0h， 生成 methyl (4E,6S,7R,9Z)-6,7-dihydroxy-3-(methoxymethoxy)pentadeca-4,9-dienoate
  参考文献：
  名称：

  Synthesis of the 1,2-Anti Type of 3E-Alkene-1,2,5-triol Derivatives

  摘要：

  We invented an efficient method to obtain 3E-alkene-1,2,5-triol derivatives with 1,2-anti stereochemistry from the 2Z,4E-alkadienyl alcohol derivatives, which were synthesized by using nickel-catalyzed coupling between lithium 1E-alkenyl borates and 1-halo-1Z-alken-3-ols. The method involves (1) asymmetric dihydroxylation at the E olefin moiety of the dienyl alcohol derivatives followed by formation of a cyclic carbonates; (2) palladium-catalyzed reaction with AcOH in the presence of Et(3)N. The method was applied successfully to the synthesis of the C6-C20 part of trioxilin A(3).

  DOI：

  10.3987/com-09-s(s)89
• 作为产物：
  描述：

  、 、 溶剂黄146 在 四(三苯基膦)钯 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以62%的产率得到methyl (4E,6S,7R,9Z)-6-acetoxy-7-hydroxy-3-(methoxymethoxy)pentadeca-4,9-dienoate
  参考文献：
  名称：

  Synthesis of the 1,2-Anti Type of 3E-Alkene-1,2,5-triol Derivatives

  摘要：

  We invented an efficient method to obtain 3E-alkene-1,2,5-triol derivatives with 1,2-anti stereochemistry from the 2Z,4E-alkadienyl alcohol derivatives, which were synthesized by using nickel-catalyzed coupling between lithium 1E-alkenyl borates and 1-halo-1Z-alken-3-ols. The method involves (1) asymmetric dihydroxylation at the E olefin moiety of the dienyl alcohol derivatives followed by formation of a cyclic carbonates; (2) palladium-catalyzed reaction with AcOH in the presence of Et(3)N. The method was applied successfully to the synthesis of the C6-C20 part of trioxilin A(3).

  DOI：

  10.3987/com-09-s(s)89