(2E,4E,6E)-methyl 2,6-dimethyl-8-oxoocta-2,4,6-trienoate | 1036759-74-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (2E,4E,6E)-methyl 2,6-dimethyl-8-oxoocta-2,4,6-trienoate
• 英文别名: 8-methoxy-8-oxo-dehydrogeranial；methyl (2E,4E,6E)-2,6-dimethyl-8-oxoocta-2,4,6-trienoate
• CAS: 1036759-74-6
• 化学式: C₁₁H₁₄O₃
• 分子量: 194.23
• InChiKey: CBKPBNWBKPNYTL-YHMDTEOESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2E,4E,6E)-methyl 2,6-dimethyl-8-oxoocta-2,4,6-trienoate 、 在 4 A molecular sieve 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 0.17h， 生成 C₂₃H₂₇NO₂
  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-hydroxy-2,6-dimethylocta-2,4,6-trienoate 在 2-碘酰基苯甲酸 作用下， 以 二甲基亚砜 为溶剂， 生成 (2E,4Z,6E)-methyl 2,6-dimethyl-8-oxoocta-2,4,6-trienoate 、 (2E,4E,6E)-methyl 2,6-dimethyl-8-oxoocta-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

文献信息

• Practical synthesis of 1,5-dimethyl substituted conjugated polyenes from geranyl acetate
  作者：Yu-Jun Zhao、Teck-Peng Loh

  DOI：10.1016/j.tet.2008.03.094

  日期：2008.5

  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.