(1S,2S)-2-(4-methoxycarbonylpiperidin-1-yl)cyclohexanol | 705942-86-5

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: (1S,2S)-2-(4-methoxycarbonylpiperidin-1-yl)cyclohexanol
• 英文别名: methyl 1-[(1S,2S)-2-hydroxycyclohexyl]piperidine-4-carboxylate
• CAS: 705942-86-5
• 化学式: C₁₃H₂₃NO₃
• 分子量: 241.331
• InChiKey: AZQOVXYNBNXPQD-RYUDHWBXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.923
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  三苯基氯硅烷 、 (1S,2S)-2-(4-methoxycarbonylpiperidin-1-yl)cyclohexanol 在 咪唑 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以60%的产率得到
  参考文献：
  名称：

  Chemoenzymatic preparation of optically active β-amino-cyclohexanols and their application in the enantioselective addition of diethylzinc to benzaldehyde

  摘要：

  Optically active vesamicol and other trans-2-(N,N-dialkylamino)cyclohexanols have been easily prepared in a two step sequence: opening of the oxirane ring of cyclohexene oxide with a secondary amine and subsequent resolution of the resulting racemic amino alcohol by transesterification catalyzed by Pseudomonas ccpacia lipase. The utility of these beta-aminocyclohexanols as chiral ligands in the enantioselective addition of diethylzinc to benzaldehyde has also been investigated. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.03.002
• 作为产物：
  描述：

  cyclohexene oxide 在 Pseudomonas cepacia lipase 作用下， 以 乙醇 为溶剂， 反应 31.0h， 生成 (1S,2S)-2-(4-methoxycarbonylpiperidin-1-yl)cyclohexanol
  参考文献：
  名称：

  Chemoenzymatic preparation of optically active β-amino-cyclohexanols and their application in the enantioselective addition of diethylzinc to benzaldehyde

  摘要：

  Optically active vesamicol and other trans-2-(N,N-dialkylamino)cyclohexanols have been easily prepared in a two step sequence: opening of the oxirane ring of cyclohexene oxide with a secondary amine and subsequent resolution of the resulting racemic amino alcohol by transesterification catalyzed by Pseudomonas ccpacia lipase. The utility of these beta-aminocyclohexanols as chiral ligands in the enantioselective addition of diethylzinc to benzaldehyde has also been investigated. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.03.002