ethyl (2E,4E,6S)-6-methyl-2,4-octadienoate | 146404-63-9

• 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: ethyl (2E,4E,6S)-6-methyl-2,4-octadienoate
• 英文别名: ethyl (2E,4E,6S)-6-methylocta-2,4-dienoate
• CAS: 146404-63-9
• 化学式: C₁₁H₁₈O₂
• 分子量: 182.263
• InChiKey: PGXXIFLHANVJIM-LPCOJOSNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.55
• 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：

  ethyl (2E,4E,6S)-6-methyl-2,4-octadienoate 在 manganese(IV) oxide 、 lithium aluminium tetrahydride 、 三氯化铝 作用下， 以 乙醚 、 正己烷 为溶剂， 生成 (2E,4E,6S)-6-methylocta-2,4-dienal
  参考文献：
  名称：

  Synthesis of neocarzilin A: An absolute streochemistry

  摘要：

  Neocarzilin A (1) was synthesized from L-isoleucine for determination of the absolute configuration of an alkyl branch at C-11, and for the precise analysis of biological activities.

  DOI：

  10.1016/s0040-4039(00)60821-3
• 作为产物：
  描述：

  (2E,4S)-4-methyl-2-hexenal 、 乙氧甲酰基亚甲基三苯基膦 以 二氯甲烷 为溶剂， 生成 ethyl (2E,4E,6S)-6-methyl-2,4-octadienoate
  参考文献：
  名称：

  Synthesis of neocarzilin A: An absolute streochemistry

  摘要：

  Neocarzilin A (1) was synthesized from L-isoleucine for determination of the absolute configuration of an alkyl branch at C-11, and for the precise analysis of biological activities.

  DOI：

  10.1016/s0040-4039(00)60821-3

文献信息

• Synthesis of dendryphiellin C, a trinor-sesquiterpene from a marine source
  作者：Hiroko Akao、Hiromasa Kiyota、Takao Nakajima、Takeshi Kitahara

  DOI：10.1016/s0040-4020(99)00407-x

  日期：1999.6

  Enantioselective synthesis of dendryphiellin C, isolated from cultures of Dendryphiella sarina, has been achieved in a convergent way such as coupling of a C9-branched carboxylic acid 10 with a trinor-eremophilane alcohol 11. The latter was synthesized starting from a chiral building block, (1S,5S,6R)-5-hydroxybicyclo[4.1.0]heptan-2-one 16, which was originally prepared in this group using biochemical transformation as a key step. The synthesis was completed through 12 steps from 16 in overall 2.4% yield. (C) 1999 Elsevier Science Ltd. All rights reserved.