(2S,1'S)-(-)-2-(1-Hydroxy-6-methylheptyl)-2,5-dihydrofuran | 1025945-38-3

• 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: (2S,1'S)-(-)-2-(1-Hydroxy-6-methylheptyl)-2,5-dihydrofuran
• 英文别名: (1S)-1-[(2S)-2,5-dihydrofuran-2-yl]-6-methylheptan-1-ol
• CAS: 1025945-38-3
• 化学式: C₁₂H₂₂O₂
• 分子量: 198.305
• InChiKey: REIRKZHNRGNVAW-RYUDHWBXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2S,1'S)-(-)-2-(1-Hydroxy-6-methylheptyl)-2,5-dihydrofuran 在 palladium on activated charcoal 吡啶 、 copper(l) iodide 、 三甲基氯硅烷 、 氢气 、 对甲苯磺酸 、 sodium iodide 作用下， 以 乙醚 、 氯仿 、 乙腈 为溶剂， -30.0~25.0 ℃ 、202.65 kPa 条件下， 反应 55.0h， 生成 (7S,8S)-(-)-2-Methyl-7-(p-toluenesulfonyloxy)-8-acetoxyoctadecane
  参考文献：
  名称：

  Dihydro- and Tetrahydrofuran Building Blocks from 1,4:3,6-Dianhydrohexitols. 2. Synthesis of Acetal, Alcohol, Diol, Epoxide, Hydrocarbon, and Lactone Pheromones

  摘要：

  The potential of building blocks 1-3 for synthesis of enantiopure substances is illustrated by their transformation to various insect pheromones featuring functionalities specified in the title. A convenient synthesis of building block 3 from sorbitol is described.

  DOI：

  10.1021/jo00106a030
• 作为产物：
  描述：

  4-methylpentyllithium 、 (S)-2-[(S)-oxiran-2-yl]-2,5-dihydrofuran 在 copper(l) iodide 作用下， 生成 (2S,1'S)-(-)-2-(1-Hydroxy-6-methylheptyl)-2,5-dihydrofuran
  参考文献：
  名称：

  Dihydro- and Tetrahydrofuran Building Blocks from 1,4:3,6-Dianhydrohexitols. 2. Synthesis of Acetal, Alcohol, Diol, Epoxide, Hydrocarbon, and Lactone Pheromones

  摘要：

  The potential of building blocks 1-3 for synthesis of enantiopure substances is illustrated by their transformation to various insect pheromones featuring functionalities specified in the title. A convenient synthesis of building block 3 from sorbitol is described.

  DOI：

  10.1021/jo00106a030

文献信息

• Dihydro- and Tetrahydrofuran Building Blocks from 1,4:3,6-Dianhydrohexitols. 2. Synthesis of Acetal, Alcohol, Diol, Epoxide, Hydrocarbon, and Lactone Pheromones
  作者：Claudio Paolucci、Claudio Mazzini、Antonino Fava

  DOI：10.1021/jo00106a030

  日期：1995.1

  The potential of building blocks 1-3 for synthesis of enantiopure substances is illustrated by their transformation to various insect pheromones featuring functionalities specified in the title. A convenient synthesis of building block 3 from sorbitol is described.