threo-N-(4-phenylbutyl)methylphenidate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: threo-N-(4-phenylbutyl)methylphenidate
• 英文别名: (+/-)-threo-N-(4-Phenylbutyl)methylphenidate；methyl (2R)-2-phenyl-2-[(2R)-1-(4-phenylbutyl)piperidin-2-yl]acetate
• 化学式: C₂₄H₃₁NO₂
• 分子量: 365.516
• InChiKey: TYKSHJPRQWJNHO-DHIUTWEWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  27
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-苯基丁醇 在 三乙胺 、 pyridinium chlorochromate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 19.5h， 生成 threo-N-(4-phenylbutyl)methylphenidate
  参考文献：
  名称：

  Efficient Synthesis of a New Series of Piperidine Ring-Modified Analogs of (±)-threo-Methyl Phenyl(piperidin-2-yl)acetate

  摘要：

  A series of novel piperidine ring modified analogs of (+/-)-threo-methyl phenyl (piperidin-2-yl)acetate was synthesized by direct alkylation and reductive amination procedure, using sodium borohydride over molecular sieves. The chemical structures of these compounds were established based on mass spectra, H-1 NMR spectra, and CHN elemental analysis data. Several significant modifications in the literature methodologies were made to make the reaction more efficient, and good yields were generally obtained.

  DOI：

  10.1080/00397911.2010.543305

文献信息

• Efficient Synthesis of a New Series of Piperidine Ring-Modified Analogs of (±)-<i>threo</i>-Methyl Phenyl(piperidin-2-yl)acetate
  作者：Babatunde Ojo

  DOI：10.1080/00397911.2010.543305

  日期：2012.6.15

  A series of novel piperidine ring modified analogs of (+/-)-threo-methyl phenyl (piperidin-2-yl)acetate was synthesized by direct alkylation and reductive amination procedure, using sodium borohydride over molecular sieves. The chemical structures of these compounds were established based on mass spectra, H-1 NMR spectra, and CHN elemental analysis data. Several significant modifications in the literature methodologies were made to make the reaction more efficient, and good yields were generally obtained.