1-异丁基-3,3-二甲氧基-2-甲基吖丁啶 | 547753-59-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-异丁基-3,3-二甲氧基-2-甲基吖丁啶
• 英文名称: 3,3-dimethoxy-1-isobutyl-2-methylazetidine
• 英文别名: 3,3-Dimethoxy-2-methyl-1-(2-methylpropyl)azetidine
• CAS: 547753-59-3
• 化学式: C₁₀H₂₁NO₂
• 分子量: 187.282
• InChiKey: LCJRVPZKHYOUNP-UHFFFAOYSA-N

物化性质

• 沸点：
  90-94 °C(Press: 17 Torr)
• 密度：
  0.95±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  21.7
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  1-异丁基-3,3-二甲氧基-2-甲基吖丁啶 在 盐酸 作用下， 反应 12.0h， 以75%的产率得到1-isobutyl-2-methylazetidin-3-one
  参考文献：
  名称：

  Synthesis of 1-alkyl-2-methylazetidin-3-ones and 1-alkyl-2-methylazetidin-3-ols

  摘要：

  Several 1-alkyl-2-methylazetidin-3-ones were prepared in good yield by the hydride-induced cyclization of the corresponding beta-bromo-alpha,alpha-dimethoxyketimines, the resulting 3,3-dimethoxyazetidines being hydrolyzed by acid. Imination of these 1,2-disubstituted azetidin-3-ones, followed by alkylation under kinetic control conditions resulted in regioisomeric mixtures of 2,4- and 2,2-dialkylated compounds. Analytical samples of the major 2,4-disubstituted derivatives were obtained after extensive chromatographic separation. The cis stereochemistry of the major 2,4-dialkylated isomer was demonstrated on the basis of NMR data. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00241-2
• 作为产物：
  描述：

  3,3-二甲氧基-2-丁酮 在 sodium tetrahydroborate 、 N,N-Diisopropylethylamine p-toluenesulfonate salt 、 四氯化钛 作用下， 以 甲醇 、 乙醚 、 正戊烷 为溶剂， 反应 5.0h， 生成 1-异丁基-3,3-二甲氧基-2-甲基吖丁啶
  参考文献：
  名称：

  Synthesis of 1-alkyl-2-methylazetidin-3-ones and 1-alkyl-2-methylazetidin-3-ols

  摘要：

  Several 1-alkyl-2-methylazetidin-3-ones were prepared in good yield by the hydride-induced cyclization of the corresponding beta-bromo-alpha,alpha-dimethoxyketimines, the resulting 3,3-dimethoxyazetidines being hydrolyzed by acid. Imination of these 1,2-disubstituted azetidin-3-ones, followed by alkylation under kinetic control conditions resulted in regioisomeric mixtures of 2,4- and 2,2-dialkylated compounds. Analytical samples of the major 2,4-disubstituted derivatives were obtained after extensive chromatographic separation. The cis stereochemistry of the major 2,4-dialkylated isomer was demonstrated on the basis of NMR data. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00241-2

文献信息

• Synthesis of 1-alkyl-2-methylazetidin-3-ones and 1-alkyl-2-methylazetidin-3-ols
  作者：Antonio Salgado、Yves Dejaegher、Guido Verniest、Mark Boeykens、Christine Gauthier、Christelle Lopin、Kourosch Abbaspour Tehrani、Norbert De Kimpe

  DOI：10.1016/s0040-4020(03)00241-2

  日期：2003.3

  Several 1-alkyl-2-methylazetidin-3-ones were prepared in good yield by the hydride-induced cyclization of the corresponding beta-bromo-alpha,alpha-dimethoxyketimines, the resulting 3,3-dimethoxyazetidines being hydrolyzed by acid. Imination of these 1,2-disubstituted azetidin-3-ones, followed by alkylation under kinetic control conditions resulted in regioisomeric mixtures of 2,4- and 2,2-dialkylated compounds. Analytical samples of the major 2,4-disubstituted derivatives were obtained after extensive chromatographic separation. The cis stereochemistry of the major 2,4-dialkylated isomer was demonstrated on the basis of NMR data. (C) 2003 Elsevier Science Ltd. All rights reserved.