threo-N-(5-phenylpentyl)methylphenidate

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: threo-N-(5-phenylpentyl)methylphenidate
• 英文别名: (+/-)-threo-N-(5-Phenylpentyl)methylphenidate；methyl (2R)-2-phenyl-2-[(2R)-1-(5-phenylpentyl)piperidin-2-yl]acetate
• 化学式: C₂₅H₃₃NO₂
• 分子量: 379.543
• InChiKey: CYCPZJLWKPRDTM-DNQXCXABSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  28
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 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：

  苯戊醇 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-(5-phenylpentyl)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