9-((tetrahydro-2H-pyran-2-yl)oxy)non-7-yn-1-ol | 250328-16-6

• 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: 9-((tetrahydro-2H-pyran-2-yl)oxy)non-7-yn-1-ol
• CAS: 250328-16-6
• 化学式: C₁₄H₂₄O₃
• 分子量: 240.343
• InChiKey: ABORHUZSCHYUIJ-UHFFFAOYSA-N

物化性质

• 沸点：
  383.7±42.0 °C(Predicted)
• 密度：
  1.02±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.48
• 重原子数：
  17.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  38.69
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  9-((tetrahydro-2H-pyran-2-yl)oxy)non-7-yn-1-ol 在 吡啶 、 dilithium tetrachlorocuprate 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 六甲基磷酰三胺 为溶剂， 反应 28.0h， 生成 2-[(Z)-10-(benzenesulfonyl)octadec-13-en-2-ynoxy]oxane
  参考文献：
  名称：

  A Convergent and Highly Efficient Synthesis of (E,Z)-2,13-Octadecadienyl Acetate and (E,Z)-3,13-Octadecadienyl Acetate, Components of the Sex Pheromone of the Leopard Moth Zeuzera pyrina, through Sulfones

  摘要：

  [GRAPHICS]A new, convergent synthesis of (E,Z)-2,13 octadecadienyl acetate (1) and (E,Z) 3,13 octadecadienyl acetate (2), the two key components of the leopard moth Zeuzera pyrina, from 2 chloromethyltetrahydrofuran in good overall yields and stereomeric purity is reported. The synthesis of both components utilizes the common intermediate sulfone 12 as a convenient building block to be coupled with iodoacetylenic derivatives 9 or 17 in the key step.

  DOI：

  10.1021/ol990114j
• 作为产物：
  描述：

  tert-butyldimethyl((9-((tetrahydro-2H-pyran-2-yl)oxy)non-7-yn-1-yl)oxy)silane 在 aluminum oxide 、 水 作用下， 反应 20.0h， 以75%的产率得到9-((tetrahydro-2H-pyran-2-yl)oxy)non-7-yn-1-ol
  参考文献：
  名称：

  A Convergent and Highly Efficient Synthesis of (E,Z)-2,13-Octadecadienyl Acetate and (E,Z)-3,13-Octadecadienyl Acetate, Components of the Sex Pheromone of the Leopard Moth Zeuzera pyrina, through Sulfones

  摘要：

  [GRAPHICS]A new, convergent synthesis of (E,Z)-2,13 octadecadienyl acetate (1) and (E,Z) 3,13 octadecadienyl acetate (2), the two key components of the leopard moth Zeuzera pyrina, from 2 chloromethyltetrahydrofuran in good overall yields and stereomeric purity is reported. The synthesis of both components utilizes the common intermediate sulfone 12 as a convenient building block to be coupled with iodoacetylenic derivatives 9 or 17 in the key step.

  DOI：

  10.1021/ol990114j