(S)-1-(3,4-dimethylphenoxy)-3-(piperidin-1-yl)-propan-2-ol

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (S)-1-(3,4-dimethylphenoxy)-3-(piperidin-1-yl)-propan-2-ol
• 英文别名: (s)-1-(3,4-Dimethylphenoxy)-3-(piperidin-1-yl)propan-2-ol；(2S)-1-(3,4-dimethylphenoxy)-3-piperidin-1-ylpropan-2-ol
• 化学式: C₁₆H₂₅NO₂
• 分子量: 263.38
• InChiKey: NOWUDYBBYBIBDD-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  32.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3,4-二甲基苯酚 在 吡啶 、 potassium carbonate 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 乙醇 、 水 、 丙酮 、 叔丁醇 为溶剂， 反应 60.0h， 生成 (S)-1-(3,4-dimethylphenoxy)-3-(piperidin-1-yl)-propan-2-ol
  参考文献：
  名称：

  Nonracemic Dimethylphenyl Glycerol Ethers in the Synthesis of Physiologically Active Aminopropanols

  摘要：

  Six regioisomeric nonracemic dimethylphenyl glycerol ethers were synthesized by asymmetric dihydroxylation of the corresponding allyl dimethylphenyl ethers. The enantioselectivity of the reaction with o-methyl derivatives was lower (down to 34% ee) than with m-methylphenyl ethers (up to 86% ee). Enantiomeric 3-(3,4-dimethylphenoxy)propane-1,2-diols were used to obtain enantiomerically pure physiologically active amino alcohols and their derivatives.

  DOI：

  10.1134/s1070428019060149

文献信息

• Nonracemic Dimethylphenyl Glycerol Ethers in the Synthesis of Physiologically Active Aminopropanols
  作者：Z. A. Bredikhina、A. V. Kurenkov、A. A. Bredikhin

  DOI：10.1134/s1070428019060149

  日期：2019.6

  Six regioisomeric nonracemic dimethylphenyl glycerol ethers were synthesized by asymmetric dihydroxylation of the corresponding allyl dimethylphenyl ethers. The enantioselectivity of the reaction with o-methyl derivatives was lower (down to 34% ee) than with m-methylphenyl ethers (up to 86% ee). Enantiomeric 3-(3,4-dimethylphenoxy)propane-1,2-diols were used to obtain enantiomerically pure physiologically active amino alcohols and their derivatives.