Methyl hexacos-25-enoate | 775341-72-5

• 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 hexacos-25-enoate
• CAS: 775341-72-5
• 化学式: C₂₇H₅₂O₂
• 分子量: 408.709
• InChiKey: QYAOQIILVPYEFY-UHFFFAOYSA-N

物化性质

• 沸点：
  474.9±14.0 °C(Predicted)
• 密度：
  0.864±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  12.3
• 重原子数：
  29
• 可旋转键数：
  25
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  Methyl hexacos-25-enoate 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 、 Rh/Al₂O₃ 三乙基硅烷 、 六甲基二硅氧烷 、 三氟甲磺酸三甲基硅酯 、 氢气 作用下， 以 四氢呋喃 、 1,2-二氯乙烷 为溶剂， 反应 30.0h， 生成 27-benzyloxy-octacosanoic acid methyl ester
  参考文献：
  名称：

  Preparation of a Lipid A Derivative That Contains a 27-Hydroxyoctacosanoic Acid Moiety

  摘要：

  A general synthetic strategy for long-chain omega-1 hydroxy fatty acids has been developed, which employs as a key reaction step a cross metathesis between omega-unsaturated ester and 3-butene-2-ol. The resulting lipids were used for the preparation of lipid A derivatives of Rhizobium sin-1, which have the ability to inhibit the E. coli LPS-dependent synthesis of tumor necrosis factor by human monocytes.

  DOI：

  10.1021/ol048746f
• 作为产物：
  描述：

  9-十烯-1-醇 在 四溴化碳 、 碘 、 magnesium 、 三苯基膦 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 为溶剂， 反应 31.5h， 生成 Methyl hexacos-25-enoate
  参考文献：
  名称：

  Preparation of a Lipid A Derivative That Contains a 27-Hydroxyoctacosanoic Acid Moiety

  摘要：

  A general synthetic strategy for long-chain omega-1 hydroxy fatty acids has been developed, which employs as a key reaction step a cross metathesis between omega-unsaturated ester and 3-butene-2-ol. The resulting lipids were used for the preparation of lipid A derivatives of Rhizobium sin-1, which have the ability to inhibit the E. coli LPS-dependent synthesis of tumor necrosis factor by human monocytes.

  DOI：

  10.1021/ol048746f

文献信息

• CARUSO, U.;FOWLER, B.;ERCEG, M.;ROMANO, C., J. CHROMATOGR. BIOMED. APPL., 562,(1991) N-2, C. 147-152
  作者：CARUSO, U.、FOWLER, B.、ERCEG, M.、ROMANO, C.

  DOI：——

  日期：——
• Preparation of a Lipid A Derivative That Contains a 27-Hydroxyoctacosanoic Acid Moiety
  作者：Balaji Santhanam、Geert-Jan Boons

  DOI：10.1021/ol048746f

  日期：2004.9.1

  A general synthetic strategy for long-chain omega-1 hydroxy fatty acids has been developed, which employs as a key reaction step a cross metathesis between omega-unsaturated ester and 3-butene-2-ol. The resulting lipids were used for the preparation of lipid A derivatives of Rhizobium sin-1, which have the ability to inhibit the E. coli LPS-dependent synthesis of tumor necrosis factor by human monocytes.