[(1R,2R)-2-[(dimethylamino)methyl]cycloheptyl] acetate | 244631-33-2

• 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: [(1R,2R)-2-[(dimethylamino)methyl]cycloheptyl] acetate
• CAS: 244631-33-2
• 化学式: C₁₂H₂₃NO₂
• 分子量: 213.32
• InChiKey: NBTFYGNXZOVZDE-VXGBXAGGSA-N

物化性质

• 沸点：
  267.3±13.0 °C(Predicted)
• 密度：
  0.97±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [(1R,2R)-2-[(dimethylamino)methyl]cycloheptyl] acetate 在 甲醇 作用下， 反应 120.0h， 生成 cis-2-dimethylaminomethylcycloheptanol
  参考文献：
  名称：

  Enzymatic resolution of 2-dialkylaminomethylcyclopentanols and -cycloheptanols

  摘要：

  Extensive lipase screening was performed in relation to the asymmetric acetylation of rac-2-dialkylaminomethylcyclanols 1-5. The lipase PS- and Novozym 435-catalysed resolutions of compounds 1-5 were based on asymmetric acylation of the secondary OH group at the R-stereogenic centre with various vinyl eaters, in different organic media. High enantioselectivity (E>200) was observed when vinyl acetate was used as acylating agent, with diethyl ether or with diisopropyl ether as solvent. The reaction rates were markedly affected by the size of the alicyclic ring, and by the solvent. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00189-5
• 作为产物：
  描述：

  (4aR,9aR)-3-methyl-4,4a,5,6,7,8,9,9a-octahydro-2H-cyclohepta[e][1,3]oxazine 在 lithium aluminium tetrahydride 、 Pseudomonas cepacia lipase 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 279.0h， 生成 [(1R,2R)-2-[(dimethylamino)methyl]cycloheptyl] acetate
  参考文献：
  名称：

  Enzymatic resolution of 2-dialkylaminomethylcyclopentanols and -cycloheptanols

  摘要：

  Extensive lipase screening was performed in relation to the asymmetric acetylation of rac-2-dialkylaminomethylcyclanols 1-5. The lipase PS- and Novozym 435-catalysed resolutions of compounds 1-5 were based on asymmetric acylation of the secondary OH group at the R-stereogenic centre with various vinyl eaters, in different organic media. High enantioselectivity (E>200) was observed when vinyl acetate was used as acylating agent, with diethyl ether or with diisopropyl ether as solvent. The reaction rates were markedly affected by the size of the alicyclic ring, and by the solvent. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00189-5