methyl (±)-N-carbomethoxy-5,5-difluoropipecolate | 1417547-36-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: methyl (±)-N-carbomethoxy-5,5-difluoropipecolate
• CAS: 1417547-36-4
• 化学式: C₉H₁₃F₂NO₄
• 分子量: 237.203
• InChiKey: PWWQHQZSZUVNOI-UHFFFAOYSA-N

物化性质

• 沸点：
  273.4±40.0 °C(Predicted)
• 密度：
  1.29±0.1 g/cm3(Predicted)

反应信息

• 作为反应物：
  描述：

  methyl (±)-N-carbomethoxy-5,5-difluoropipecolate 在 碘代三甲硅烷 作用下， 以 氯仿 为溶剂， 反应 24.0h， 以78%的产率得到methyl 5,5-difluoropiperidine-2-carboxylate
  参考文献：
  名称：

  Synthesis and Conformational Analysis of Fluorinated Pipecolic Acids

  摘要：

  A short sequence to methyl cis- and trans-5-fluoro pipecolate is described via electrophilic fluorination of a pipecolate-based endocyclic enecarbamate by using Selectfluor (R) as a fluorinating agent. Methyl 5,5-difluoro pipecolate was also obtained by difluorodeoxygenation of the corresponding ketone, which was obtained in two steps from the same enecarbamate. The conformational profile of both methyl 5-fluoropipecolate isomers was investigated by NMR spectroscopy in solution and X-ray crystallography of the corresponding piperidinium picrates.

  DOI：

  10.1055/s-0032-1316770
• 作为产物：
  描述：

  dimethyl 5-oxopiperidine-1,2-dicarboxylate 在 二乙胺基三氟化硫 作用下， 以 二氯甲烷 为溶剂， 以70%的产率得到methyl (±)-N-carbomethoxy-5,5-difluoropipecolate
  参考文献：
  名称：

  Synthesis and Conformational Analysis of Fluorinated Pipecolic Acids

  摘要：

  A short sequence to methyl cis- and trans-5-fluoro pipecolate is described via electrophilic fluorination of a pipecolate-based endocyclic enecarbamate by using Selectfluor (R) as a fluorinating agent. Methyl 5,5-difluoro pipecolate was also obtained by difluorodeoxygenation of the corresponding ketone, which was obtained in two steps from the same enecarbamate. The conformational profile of both methyl 5-fluoropipecolate isomers was investigated by NMR spectroscopy in solution and X-ray crystallography of the corresponding piperidinium picrates.

  DOI：

  10.1055/s-0032-1316770