1-octyn-3-ol (2-methoxyethoxy)methyl ether

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-octyn-3-ol (2-methoxyethoxy)methyl ether
• 英文别名: 1-octyn-2-methoxyethoxymethyl ether；3-(2-Methoxyethoxymethoxy)oct-1-yne
• 化学式: C₁₂H₂₂O₃
• 分子量: 214.305
• InChiKey: IVOQDAWUTNRQNE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-octyn-3-ol (2-methoxyethoxy)methyl ether 在 四溴化碳 作用下， 以 异丙醇 为溶剂， 反应 1.5h， 以97%的产率得到1-辛炔-3-醇
  参考文献：
  名称：

  A simple and highly efficient deprotecting method for methoxymethyl and methoxyethoxymethyl ethers and methoxyethoxymethyl esters

  摘要：

  DOI：

  10.1016/s0040-4020(01)00062-x

文献信息

• Cleavage of 2-Methoxyethoxymethyl Ethers Catalyzed by Cerium(IV) Ammonium Nitrate (CAN) in Acetic Anhydride
  作者：Kiyoshi Tanemura、Tsuneo Suzuki、Yoko Nishida、Koko Satsumabayashi、Takaaki Horaguchi

  DOI：10.1246/cl.2001.1012

  日期：2001.10

  The reactions of 2-methoxyethoxymethyl (MEM) ethers 1 with a catalytic amount of cerium(IV) ammonium nitrate (CAN) in acetic anhydride gave the corresponding mixed acetal esters 2 and acetates 3.

  2-甲氧基乙氧基甲基 (MEM) 醚 1 与催化量的硝酸铈 (IV) 铵 (CAN) 在乙酸酐中的反应得到相应的混合缩醛酯 2 和乙酸酯 3。
• A Practical, General Three-Component Coupling Approach to Prostaglandin and Non-Prostaglandin-Related Skeleta
  作者：Bruce H. Lipshutz、Michael R. Wood

  DOI：10.1021/ja00105a010

  日期：1994.12

  Starting with a terminal alkyne, a one-pot, six-step sequence has been developed which results in prostaglandin and related skeleta in high. yields. The method involves a transmetalation between organozirconium and cuprate species, as well as another between a copper enolate and organozincate reagent. Only catalytic amounts of the cuprate are needed. A variety of cyclic and acyclic enones participate in these multiple couplings, demonstrating that the methodology applies to far more than just the prostaglandin nucleus.
• A simple and highly efficient deprotecting method for methoxymethyl and methoxyethoxymethyl ethers and methoxyethoxymethyl esters
  作者：Adam Shih-Yuan Lee、Yi-Jung Hu、Shu-Fang Chu

  DOI：10.1016/s0040-4020(01)00062-x

  日期：2001.3