(2E,6E)-methyl 8-acetoxy-5-hydroxy-2,6-dimethylocta-2,6-dienoate | 1036759-71-3

• 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: (2E,6E)-methyl 8-acetoxy-5-hydroxy-2,6-dimethylocta-2,6-dienoate
• 英文别名: methyl (2E,6E)-8-acetyloxy-5-hydroxy-2,6-dimethylocta-2,6-dienoate
• CAS: 1036759-71-3
• 化学式: C₁₃H₂₀O₅
• 分子量: 256.299
• InChiKey: LTIGHIGUCPTEAN-JCVPOOLXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2E,6E)-methyl 8-acetoxy-5-hydroxy-2,6-dimethylocta-2,6-dienoate 在 甲基磺酰氯 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 生成 (2E,4Z,6E)-methyl 8-acetoxy-2,6-dimethylocta-2,4,6-trienoate 、 (2E,4E,6E)-methyl 8-acetoxy-2,6-dimethylocta-2,4,6-trienoate
  参考文献：
  名称：

  Practical synthesis of 1,5-dimethyl substituted conjugated polyenes from geranyl acetate

  摘要：

  A protocol to synthesize 1,5-dimethyl substituted conjugated polyenes via dehydrogenation of geranyl acetate was established. C-5 unit elongation to multi- 1,5-dimethyl substituted conjugated polyenes was also achieved via Horner-Wadsworth-Emmons olefination in good yields and good selectivities. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.03.094
• 作为产物：
  描述：

  (2E,6E)-methyl 8-acetoxy-2,6-dimethylocta-2,6-dienoate 在 selenium(IV) oxide 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以54%的产率得到(2E,6E)-methyl 8-acetoxy-5-hydroxy-2,6-dimethylocta-2,6-dienoate
  参考文献：
  名称：

  Practical synthesis of 1,5-dimethyl substituted conjugated polyenes from geranyl acetate

  摘要：

  A protocol to synthesize 1,5-dimethyl substituted conjugated polyenes via dehydrogenation of geranyl acetate was established. C-5 unit elongation to multi- 1,5-dimethyl substituted conjugated polyenes was also achieved via Horner-Wadsworth-Emmons olefination in good yields and good selectivities. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.03.094