methyl (R)-3-hydroxytetradeca-5,8-diynoate | 479070-43-4

• 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 (R)-3-hydroxytetradeca-5,8-diynoate
• 英文别名: methyl (3R)-3-hydroxytetradeca-5,8-diynoate
• CAS: 479070-43-4
• 化学式: C₁₅H₂₂O₃
• 分子量: 250.338
• InChiKey: ITAQMJZVYQRGFX-CQSZACIVSA-N

物化性质

• 沸点：
  383.5±37.0 °C(Predicted)
• 密度：
  1.025±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl (R)-3-hydroxytetradeca-5,8-diynoate 在 Lindlar's catalyst 喹啉 、 lithium hydroxide 、 氢气 作用下， 以 甲醇 、 苯 为溶剂， 反应 8.0h， 生成 (3R,5Z,8Z)-3-hydroxytetradeca-5,8-dienoic acid
  参考文献：
  名称：

  A novel synthesis of 3(R)-HETE, 3(R)-HTDE and enzymatic synthesis of 3(R),15(S)-DiHETE

  摘要：

  3(R)-HETE and 3(R)-HTDE were prepared by cross-coupling of methyl 3(R)-hydroxyhex-5-ynoate either with 1-bromo-2,5,8-tetradecatriyne or 1-bromo-2-octyne followed by catalytic hydrogenation of the skipped triple bonds formed using Lindlar's catalyst. Enzymatic synthesis of 3(R),15(S)-DiHETE was accomplished by soybean LOX-1 using 3(R)-HETE as a substrate. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)01289-9
• 作为产物：
  描述：

  (3R)-3-hydroxy-5-hexynenitrile 在 sodium hydroxide 、 copper(l) iodide 、 potassium carbonate 、 sodium iodide 作用下， 以 乙醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 methyl (R)-3-hydroxytetradeca-5,8-diynoate
  参考文献：
  名称：

  A novel synthesis of 3(R)-HETE, 3(R)-HTDE and enzymatic synthesis of 3(R),15(S)-DiHETE

  摘要：

  3(R)-HETE and 3(R)-HTDE were prepared by cross-coupling of methyl 3(R)-hydroxyhex-5-ynoate either with 1-bromo-2,5,8-tetradecatriyne or 1-bromo-2-octyne followed by catalytic hydrogenation of the skipped triple bonds formed using Lindlar's catalyst. Enzymatic synthesis of 3(R),15(S)-DiHETE was accomplished by soybean LOX-1 using 3(R)-HETE as a substrate. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)01289-9