3-Nonyn-5-one, 9-hydroxy-2-(phenylmethoxy)- | 616240-07-4

• 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: 3-Nonyn-5-one, 9-hydroxy-2-(phenylmethoxy)-
• 英文别名: 9-hydroxy-2-phenylmethoxynon-3-yn-5-one
• CAS: 616240-07-4
• 化学式: C₁₆H₂₀O₃
• 分子量: 260.333
• InChiKey: JBGLOKVYUVNNJF-UHFFFAOYSA-N

物化性质

• 沸点：
  397.5±52.0 °C(Predicted)
• 密度：
  1.089±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-Nonyn-5-one, 9-hydroxy-2-(phenylmethoxy)- 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 20.0 ℃ 、101.32 kPa 条件下， 反应 26.0h， 以73%的产率得到2-甲基-1,10-二氧杂螺[4.5]癸烷
  参考文献：
  名称：

  Alkynyltrifluoroborates as Versatile Tools in Organic Synthesis:  A New Route to Spiroketals

  摘要：

  A simple and efficient two-step approach to spiroketals is described. Key steps include the preparation of functionalized hydroxyl alpha-alkynones by ring-opening reactions of lactones with lithium alkynyltrifluoroborates followed by a palladium-catalyzed hydrogenation/spirocyclization of the prespiroketal intermediate.

  DOI：

  10.1021/ol047987k
• 作为产物：
  描述：

  delta-戊内酯 、 ((but-3-yn-2-yloxy)methyl)benzene 在 正丁基锂 、 三氟化硼乙醚 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以95%的产率得到3-Nonyn-5-one, 9-hydroxy-2-(phenylmethoxy)-
  参考文献：
  名称：

  Alkynyltrifluoroborates as Versatile Tools in Organic Synthesis:  A New Route to Spiroketals

  摘要：

  A simple and efficient two-step approach to spiroketals is described. Key steps include the preparation of functionalized hydroxyl alpha-alkynones by ring-opening reactions of lactones with lithium alkynyltrifluoroborates followed by a palladium-catalyzed hydrogenation/spirocyclization of the prespiroketal intermediate.

  DOI：

  10.1021/ol047987k

文献信息

• Doubský, Jan; Streinz, Ludvík; Lešetický, Ladislav, Synlett, 2003, # 7, p. 937 - 942
  作者：Doubský, Jan、Streinz, Ludvík、Lešetický, Ladislav、Koutek, Bohumír

  DOI：——

  日期：——
• Alkynyltrifluoroborates as Versatile Tools in Organic Synthesis:  A New Route to Spiroketals
  作者：Jan Doubský、Ludvík Streinz、David Šaman、Jiří Zedník、Bohumír Koutek

  DOI：10.1021/ol047987k

  日期：2004.12.1

  A simple and efficient two-step approach to spiroketals is described. Key steps include the preparation of functionalized hydroxyl alpha-alkynones by ring-opening reactions of lactones with lithium alkynyltrifluoroborates followed by a palladium-catalyzed hydrogenation/spirocyclization of the prespiroketal intermediate.