3,3a,5,6,7,8-hexahydro-3-hydroxymethyl-6,6,8-trimethyl-4H-cycloheptaisoxazole | 155934-13-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 3,3a,5,6,7,8-hexahydro-3-hydroxymethyl-6,6,8-trimethyl-4H-cycloheptaisoxazole
• CAS: 155934-13-7
• 化学式: C₁₂H₂₁NO₂
• 分子量: 211.304
• InChiKey: YYGKYNCJVRDEAW-UHFFFAOYSA-N

物化性质

• 沸点：
  299.6±32.0 °C(predicted)
• 密度：
  1.17±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

反应信息

• 作为反应物：
  描述：

  3,3a,5,6,7,8-hexahydro-3-hydroxymethyl-6,6,8-trimethyl-4H-cycloheptaisoxazole 在 镍 硼酸三甲酯 、 氢气 、 对甲苯磺酸 作用下， 生成 5,6,7,8-tetrahydro-6,6,8-trimethyl-4H-cycloheptafuran
  参考文献：
  名称：

  Fused Furan Construction via an Intramolecular [3+2] Cycloaddition Reaction: Syntheses of 4H-Cyclohepta- and 4H-Cyclopenta[b]furans

  摘要：

  General and efficient syntheses of 4H-cyclohepta- and 4H-cyclopenta[b]furans (4 and 5) have been accomplished employing the intramolecular [3+2] dipolar cycloaddition based fused furan construction strategy. Treatment of the oximes (20 and 29), readily prepared from the carboxylic acid (7 and 23) via a conventional sequence of reactions, with aqueous sodium hypochlorite produced excellent yields of the isoxazolines (21 and 30), which, after alkaline hydrolysis or desilylation, were exposed to the conditions of reductive hydrolysis followed by acid-catalyzed cyclization to give the corresponding fused furans (4 and 5) in good overall yields.

  DOI：

  10.3987/com-93-6623
• 作为产物：
  描述：

  3-acetoxymethyl-3,3a,5,6,7,8-hexahydro-6,6,8-trimethyl-4H-cycloheptaisoxazole 在 lithium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 2.0h， 以88%的产率得到3,3a,5,6,7,8-hexahydro-3-hydroxymethyl-6,6,8-trimethyl-4H-cycloheptaisoxazole
  参考文献：
  名称：

  Fused Furan Construction via an Intramolecular [3+2] Cycloaddition Reaction: Syntheses of 4H-Cyclohepta- and 4H-Cyclopenta[b]furans

  摘要：

  General and efficient syntheses of 4H-cyclohepta- and 4H-cyclopenta[b]furans (4 and 5) have been accomplished employing the intramolecular [3+2] dipolar cycloaddition based fused furan construction strategy. Treatment of the oximes (20 and 29), readily prepared from the carboxylic acid (7 and 23) via a conventional sequence of reactions, with aqueous sodium hypochlorite produced excellent yields of the isoxazolines (21 and 30), which, after alkaline hydrolysis or desilylation, were exposed to the conditions of reductive hydrolysis followed by acid-catalyzed cyclization to give the corresponding fused furans (4 and 5) in good overall yields.

  DOI：

  10.3987/com-93-6623