(R)-1-(4-Methoxy-benzyloxy)-hept-4-yn-2-ol | 155626-53-2

• 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: (R)-1-(4-Methoxy-benzyloxy)-hept-4-yn-2-ol
• 英文别名: (2R)-1-[(4-methoxyphenyl)methoxy]hept-4-yn-2-ol
• CAS: 155626-53-2
• 化学式: C₁₅H₂₀O₃
• 分子量: 248.322
• InChiKey: QRPKONTUAGTZFF-CQSZACIVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (R)-1-(4-Methoxy-benzyloxy)-hept-4-yn-2-ol 在 bis(acetylacetonato)palladium(II) 三丁基膦 、 甲酸铵 作用下， 以 苯 为溶剂， 反应 3.0h， 生成 (2R,4Z)-1-(4'-methoxybenzyloxy)hept-4-en-2-ol
  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：

  (4S,5S)-4-But-1-ynyl-5-(4-methoxy-benzyloxymethyl)-[1,3]dioxolan-2-one 在 bis(acetylacetonato)palladium(II) 三丁基膦 、 甲酸铵 作用下， 以 苯 为溶剂， 反应 0.2h， 以86%的产率得到(R)-1-(4-Methoxy-benzyloxy)-hept-4-yn-2-ol
  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.