PROCESS FOR THE PREPARATION OF BERAPROST OR SIMILAR BENZOPROSTACYCLIN ANALOGUES STARTING FROM 2-(3-BROMO-2-FLUOROPHENYL)-4-HYDROXYCYCLOPENT-2-ENONE OR SIMILAR REACTANTS
申请人:Chirogate International Inc.
公开号:EP4098651A1
公开(公告)日:2022-12-07
The present invention relates to a process for preparing benzoprostacyclin analogues such as e.g. beraprost (4-((1 RS ,2 RS ,3a SR ,8b SR )-2-hydroxy-1-((3 SR , E )-3-hydroxy-4-methyloct-1-en-6-yn-1-yl)-2,3,3a,8b-tetrahydro-1 H -cyclopenta[ b ]benzofuran-5-yl)butanoic acid)
starting from cyclopentenone intermediates e.g. of formula I in racemic or optically enriched form
such as e.g. 2-(3-bromo-2-fluorophenyl)-4-hydroxycyclopent-2-enone
Beraprost and its enantiomerically pure beraprost-314d stereoisomer are pharmacologically active compounds for the treatment of pulmonary hypertension and vascular diseases.
本发明涉及一种制备苯前列环素类似物的工艺,例如贝前列素(4-((1 RS,2 RS,3a SR,8b SR )-2-hydroxy-1-((3 SR , E )-3-hydroxy-4-methyloct-1-en-6-yn-1-yl)-2,3,3a,8b-tetrahydro-1 H -cyclopenta[ b ]benzofuran-5-yl)butanoic acid))
以外消旋或光学富集形式的式 I 等环戊烯酮中间体为起点
例如 2-(3-溴-2-氟苯基)-4-羟基环戊-2-烯酮
贝前列素及其对映体纯贝拉前列素-314d 立体异构体是具有药理活性的化合物,可用于治疗肺动脉高压和血管疾病。