(1R,2S)-4,4-Bis-methoxymethyl-2-methyl-cyclopentylamine | 771582-10-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1R,2S)-4,4-Bis-methoxymethyl-2-methyl-cyclopentylamine
• 英文别名: (1R,2S)-4,4-bis(methoxymethyl)-2-methylcyclopentan-1-amine
• CAS: 771582-10-6
• 化学式: C₁₀H₂₁NO₂
• 分子量: 187.282
• InChiKey: MPOCVQZNLLADAX-DTWKUNHWSA-N

物化性质

• 沸点：
  227.6±5.0 °C(Predicted)
• 密度：
  0.924±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  44.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1R,2S)-4,4-Bis-methoxymethyl-2-methyl-cyclopentylamine 、 (R)-methoxytrifluoromethylphenylacetyl chloride 在 吡啶 作用下， 生成 (S)-N-((1R,2S)-4,4-Bis-methoxymethyl-2-methyl-cyclopentyl)-3,3,3-trifluoro-2-methoxy-2-phenyl-propionamide
  参考文献：
  名称：

  Intramolecular Cyclization of Ene-Imine Using Dibutylzirconocene

  摘要：

  The reaction of ene-imine with Cp2ZrBu2 was carried out. When a crude imine, which was prepared from ene-aldehyde and primary amine in the presence of MgSO4, was treated with Cp2ZrBu2 at room temperature overnight, cyclopentane derivative having trans-substituents was obtained in high yield along with a small amount of cyclopentane derivative having cis-substituents. Presumably, cis-zirconacycle is a thermodynamic product. Reactions using various ene-imines were carried out. In the case of ene-imine prepared from ene-aldehyde and (BuNH2)-Bu-t, only cyclopentane having cis-substituents was produced. In this reaction, chiral amine was used, and diastereoselective cyclization of ene-imine was carried out. As a result, cyclopentane derivative having cis-substituents was obtained in an optically active form after hydrogenolysis of the cyclized compound.

  DOI：

  10.1021/jo049662n
• 作为产物：
  描述：

  ((1R,2S)-4,4-Bis-methoxymethyl-2-methyl-cyclopentyl)-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1-phenyl-ethyl]-amine 在 palladium dihydroxide 氢气 作用下， 生成 (1R,2S)-4,4-Bis-methoxymethyl-2-methyl-cyclopentylamine
  参考文献：
  名称：

  Intramolecular Cyclization of Ene-Imine Using Dibutylzirconocene

  摘要：

  The reaction of ene-imine with Cp2ZrBu2 was carried out. When a crude imine, which was prepared from ene-aldehyde and primary amine in the presence of MgSO4, was treated with Cp2ZrBu2 at room temperature overnight, cyclopentane derivative having trans-substituents was obtained in high yield along with a small amount of cyclopentane derivative having cis-substituents. Presumably, cis-zirconacycle is a thermodynamic product. Reactions using various ene-imines were carried out. In the case of ene-imine prepared from ene-aldehyde and (BuNH2)-Bu-t, only cyclopentane having cis-substituents was produced. In this reaction, chiral amine was used, and diastereoselective cyclization of ene-imine was carried out. As a result, cyclopentane derivative having cis-substituents was obtained in an optically active form after hydrogenolysis of the cyclized compound.

  DOI：

  10.1021/jo049662n