1-methyl-4-hydroxy-4-(2'-methyl-2'-aminoethyl)-piperidine | 160193-20-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 1-methyl-4-hydroxy-4-(2'-methyl-2'-aminoethyl)-piperidine
• 英文别名: 4-(2-Aminopropyl)-1-methylpiperidin-4-ol
• CAS: 160193-20-4
• 化学式: C₉H₂₀N₂O
• 分子量: 172.271
• InChiKey: DKKWLJUVJATCGR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  49.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-methyl-4-hydroxy-4-(2'-methyl-2'-aminoethyl)-piperidine 、 对硝基苯甲醛 以79%的产率得到
  参考文献：
  名称：

  Fiera L., Sauter F., Froehlich J., Feng Y., Mereiter K., Monatsh. Chem, 125 (1994) N 8-9, S 909-919

  摘要：

  DOI：
• 作为产物：
  描述：

  1-甲基-4-亚甲基哌啶 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 18.0h， 生成 1-methyl-4-hydroxy-4-(2'-methyl-2'-aminoethyl)-piperidine
  参考文献：
  名称：

  Synthesis of spiro-substituted 1,3-oxazines by a new sequence leading to spiroheterocycles

  摘要：

  The target compounds, i.e. 1,3-oxazines which are spiro-substituted in position 6 by a piperidine moiety, are derived from 1-oxa-3,9-diaza-spiro [5.5]undecane, a novel heterocyclic parent system. They were all approached by the following three-step sequence: 1,3-dipolar cycloadditions of nitrile oxides and nitrones to piperidines bearing an exocyclic methylene group gave the corresponding spiro-substituted oxazole derivatives 3. In a consecutive step these were cleaved by hydrogenolysis to gamma-amino-alcohols 4, which in a final step were recyclized by insertions of a C-1-unit to yield the target structures 5-10: thus a de facto ring-extension of spiro-oxazoles to spiro-oxazines was accomplished.

  DOI：

  10.1007/bf00812705

文献信息

• Fiera L., Sauter F., Froehlich J., Feng Y., Mereiter K., Monatsh. Chem, 125 (1994) N 8-9, S 909-919
  作者：Fiera L., Sauter F., Froehlich J., Feng Y., Mereiter K.

  DOI：——

  日期：——
• Synthesis of spiro-substituted 1,3-oxazines by a new sequence leading to spiroheterocycles
  作者：L. Fišera、F. Sauter、J. Fröhlich、Y. Feng、K. Mereiter

  DOI：10.1007/bf00812705

  日期：1994.8

  The target compounds, i.e. 1,3-oxazines which are spiro-substituted in position 6 by a piperidine moiety, are derived from 1-oxa-3,9-diaza-spiro [5.5]undecane, a novel heterocyclic parent system. They were all approached by the following three-step sequence: 1,3-dipolar cycloadditions of nitrile oxides and nitrones to piperidines bearing an exocyclic methylene group gave the corresponding spiro-substituted oxazole derivatives 3. In a consecutive step these were cleaved by hydrogenolysis to gamma-amino-alcohols 4, which in a final step were recyclized by insertions of a C-1-unit to yield the target structures 5-10: thus a de facto ring-extension of spiro-oxazoles to spiro-oxazines was accomplished.