(R)-(5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl)-naphthalen-1-ylmethanol

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (R)-(5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl)-naphthalen-1-ylmethanol
• 化学式: C₂₀H₂₃NO
• 分子量: 293.4
• InChiKey: AHDSHKWSQYNLOU-PTSMCYBESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

文献信息

• Processes and Intermediates for Preparing a Macrocyclic Protease Inhibitor of HCV
  申请人：Janssen Pharmaceuticals, Inc.

  公开号：US20140228574A1

  公开（公告）日：2014-08-14

  Disclosed is a process for the preparation of a cinchonidine salt of formula (IV) via an aqueous solution of a racemic 4-hydroxy-1,2-cyclopentanedicarboxylic acid, which is subjected to cyclization without removing water, by the addition of a water-miscible organic solvent to the aqueous solution and, again without removing water, adding cinchonidine to the aqueous-organic solvent solution so as to obtain the cinchonidine salt of the lactone acid. The cinchonidine salt is allowd to crystallize so as to obtain the enantiomerically purified crystalline lactone acid cinchonidine salt (IV). The enantiomerically pure salt is an intermediate in the synthesis of HCV inhibitor compound of formula (I).