Methyl 2,8-dihydroxy-9-azabicyclo<3.3.1>nonane-9-carboxylate | 144463-08-1

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 托烷生物碱
• 英文名称: Methyl 2,8-dihydroxy-9-azabicyclo<3.3.1>nonane-9-carboxylate
• CAS: 144463-08-1
• 化学式: C₁₀H₁₇NO₄
• 分子量: 215.249
• InChiKey: FOOMCIUSNHNMCA-FOVOQCRYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  15.0
• 可旋转键数：
  0.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  70.0
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  Methyl 2,8-dihydroxy-9-azabicyclo<3.3.1>nonane-9-carboxylate 在 pyridinium chlorochromate 作用下， 以 异丙醚 为溶剂， 反应 109.0h， 生成 Methyl 2-acetoxy-8-oxo-9-azabicyclo<3.3.1>nonane-9-carboxylate
  参考文献：
  名称：

  Asymmetric twin-ring differentiation by lipase-catalyzed enantiotoposelective reaction of the ring-crossed meso glycol: Asymmetric synthesis of a highly functionalized piperidine from the conjoined twin piperidine system

  摘要：

  Both enantiomers of the homochiral 3-oxygenated 2,6-cis-disubstituted piperidine 1 were synyhesized by starting with lipase-catalyzed transesterification or hydrolysis of the meso glycol or its diacetate in the conjoined twin piperidine system.

  DOI：

  10.1016/s0040-4039(00)79101-5
• 作为产物：
  描述：

  methyl (1R,2R,5S,8S)-2-acetyloxy-8-hydroxy-9-azabicyclo[3.3.1]nonane-9-carboxylate 在 sodium carbonate 作用下， 生成 Methyl 2,8-dihydroxy-9-azabicyclo<3.3.1>nonane-9-carboxylate
  参考文献：
  名称：

  Asymmetric twin-ring differentiation by lipase-catalyzed enantiotoposelective reaction of the ring-crossed meso glycol: Asymmetric synthesis of a highly functionalized piperidine from the conjoined twin piperidine system

  摘要：

  Both enantiomers of the homochiral 3-oxygenated 2,6-cis-disubstituted piperidine 1 were synyhesized by starting with lipase-catalyzed transesterification or hydrolysis of the meso glycol or its diacetate in the conjoined twin piperidine system.

  DOI：

  10.1016/s0040-4039(00)79101-5

文献信息

• Momose, Takefumi; Toyooka, Naoki; Jin, Makoto, Journal of the Chemical Society. Perkin transactions I, 1997, # 13, p. 2005 - 2013
  作者：Momose, Takefumi、Toyooka, Naoki、Jin, Makoto

  DOI：——

  日期：——