(3R)-3-methyloctanal

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3R)-3-methyloctanal
• 化学式: C₉H₁₈O
• 分子量: 142.241
• InChiKey: ZOBGMJLKAHONRM-SECBINFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  10
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (3R)-3-methyloctanal 在 lithium aluminium tetrahydride 、 三乙胺 作用下， 以 乙醚 、 二甲基亚砜 为溶剂， 反应 9.0h， 生成 (4R)-4-methylnonanenitrile
  参考文献：
  名称：

  Synthesis of the Mealworm Tenebrio molitor L. Pheromone

  摘要：

  Diastereoselective allylation of (R)-2,3-O-cyclohexylideneglyceraldehyde with 3-(bromomethyl)but-3-enoate, followed by reduction with zinc, gave homoallylic alcohol which was subjected to lactonization. Opening of the lactone ring in the latter afforded methyl (3S)-5,5-dimethoxy-3-methylpentanoate with a high yield and enantioselectivity. This compound is a valuable intermediate product in the synthesis of pheromone of the mealworm beetleTenebrio molitorL., a pest of stored cereals.

  DOI：

  10.1134/s1070428020060056
• 作为产物：
  描述：

  在 4-甲基苯磺酸吡啶 作用下， 以 水 、 丙酮 为溶剂， 反应 3.0h， 生成 (3R)-3-methyloctanal
  参考文献：
  名称：

  Synthesis of the Mealworm Tenebrio molitor L. Pheromone

  摘要：

  Diastereoselective allylation of (R)-2,3-O-cyclohexylideneglyceraldehyde with 3-(bromomethyl)but-3-enoate, followed by reduction with zinc, gave homoallylic alcohol which was subjected to lactonization. Opening of the lactone ring in the latter afforded methyl (3S)-5,5-dimethoxy-3-methylpentanoate with a high yield and enantioselectivity. This compound is a valuable intermediate product in the synthesis of pheromone of the mealworm beetleTenebrio molitorL., a pest of stored cereals.

  DOI：

  10.1134/s1070428020060056