(2Z,6Z)-(R)-4-Methoxymethoxy-nona-2,6-dienoic acid methyl ester | 155626-57-6

• 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: (2Z,6Z)-(R)-4-Methoxymethoxy-nona-2,6-dienoic acid methyl ester
• 英文别名: methyl (2Z,4R,6Z)-4-(methoxymethoxy)nona-2,6-dienoate
• CAS: 155626-57-6
• 化学式: C₁₂H₂₀O₄
• 分子量: 228.288
• InChiKey: ZBRVSNKBXGJTJP-ZYXADBLCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  16
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2Z,6Z)-(R)-4-Methoxymethoxy-nona-2,6-dienoic acid methyl ester 在 三氟乙酸 作用下， 以 二氯甲烷 、 水 为溶剂， 以80%的产率得到(4R,2Z,6Z)-nona-2,6-dien-4-olide
  参考文献：
  名称：

  Synthesis of (Z)-homoallylic alcohols and homoprop-2-ynylic alcohols via palladium-catalysed hydrogenolysis of prop-2-ynylic cyclic carbonates

  摘要：

  The decarboxylation-hydrogenolysis of prop-2-ynylic cyclic carbonates which have an internal acetylenic bond with ammonium formate in the presence of a catalytic amount of [Pd(acac)(2)l and Bu(3)(n)P afforded (Z)-homoallylic alcohols or homoprop-2-ynylic alcohols depending on the reaction conditions, however, hydrogenolysis of terminal prop-2-ynylic cyclic carbonates gave homoallylic alcohols; using (Z)-homoallylic alcohol 2b ass chiral synthon, the male sex pheromone of the pyralid moth Aphomia gularis has been synthesized.

  DOI：

  10.1039/p19940000237
• 作为产物：
  描述：

  (2R,4Z)-1-(4'-methoxybenzyloxy)hept-4-en-2-ol 在 草酰氯 、 二甲基亚砜 、 三乙胺 、 N,N-二异丙基乙胺 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 3.0h， 生成 (2Z,6Z)-(R)-4-Methoxymethoxy-nona-2,6-dienoic acid methyl ester
  参考文献：
  名称：

  Synthesis of (Z)-homoallylic alcohols and homoprop-2-ynylic alcohols via palladium-catalysed hydrogenolysis of prop-2-ynylic cyclic carbonates

  摘要：

  The decarboxylation-hydrogenolysis of prop-2-ynylic cyclic carbonates which have an internal acetylenic bond with ammonium formate in the presence of a catalytic amount of [Pd(acac)(2)l and Bu(3)(n)P afforded (Z)-homoallylic alcohols or homoprop-2-ynylic alcohols depending on the reaction conditions, however, hydrogenolysis of terminal prop-2-ynylic cyclic carbonates gave homoallylic alcohols; using (Z)-homoallylic alcohol 2b ass chiral synthon, the male sex pheromone of the pyralid moth Aphomia gularis has been synthesized.

  DOI：

  10.1039/p19940000237

文献信息

• Synthesis of (Z)-homoallylic alcohols and homoprop-2-ynylic alcohols via palladium-catalysed hydrogenolysis of prop-2-ynylic cyclic carbonates
  作者：Suk-Ku Kang、Dong-Chul Park、Dong-Gyu Cho、Jea-Uk Chung、Kyung-Yun Jung

  DOI：10.1039/p19940000237

  日期：——

  The decarboxylation-hydrogenolysis of prop-2-ynylic cyclic carbonates which have an internal acetylenic bond with ammonium formate in the presence of a catalytic amount of [Pd(acac)(2)l and Bu(3)(n)P afforded (Z)-homoallylic alcohols or homoprop-2-ynylic alcohols depending on the reaction conditions, however, hydrogenolysis of terminal prop-2-ynylic cyclic carbonates gave homoallylic alcohols; using (Z)-homoallylic alcohol 2b ass chiral synthon, the male sex pheromone of the pyralid moth Aphomia gularis has been synthesized.