Methyl 4-(4-fluorophenyl)-1-methylpiperidine-3-carboxylate;hydrobromide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: Methyl 4-(4-fluorophenyl)-1-methylpiperidine-3-carboxylate;hydrobromide
• 化学式: C14H19BrFNO2
• 分子量: 332.21
• InChiKey: LZNWAPZFJPWGII-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.61
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  4

文献信息

• [EN] PROCESS FOR THE PREPARATION OF 4-(FLUOROPHENYL)PIPERIDINE ESTERS<br/>[FR] PREPARATION D'ESTERS DE 4-(FLUOROPHENYL)PIPERIDINE
  申请人：SMITHKLINE BEECHAM PLC

  公开号：WO2001029002A1

  公开（公告）日：2001-04-26

  Firstly a process for the preparation of the (-) trans ester of structure (4), [a valuable intermediate in the preparation of paroxetine] comprising resolution of the corresponding racemic cis ester by the formation of a salt with a chiral acid to give the (+) cis ester, followed by epimerisation of the (+) cis ester with a strong base. Secondly a process for the preparation of a crystalline salt of a racemic trans compound of structure (4) comprising contacting a solution of racemic trans compound of structure (4) with a suitable acidic component, isolating the crystalline product and optionally recrystallising the product. Thirdly a process for the preparation of the (-) trans ester of structure (4) which comprises forming a solution of the product of the process of the second aspect of this invention and a chiral acid, and seeding the solution with a crystalline salt formed from the (-) trans product of the process of the first aspect of this invention and the same chiral acid.