PROCESS FOR THE PREPARATION OF 16-PHENOXY PROSTA TRIENOIC ACID DERIVATIVES

摘要

The preparation method for 16-phenoxy prostatrienoic acid (I) and its derivatives consists of (1) opening the ring of 1a-hydroxy-4a- (tetrahydropyran- 2-yloxy)-3B-(3a-tetrahydropyran-2-yloxy)-4-phenoxy-19e)buten-1-yl)-cyclopent-2a-yl acetaldehyde lactol (V) with lithium trimethylsilyl acetylide to form 1a-hydroxy-4a- (tetrahydropyran-2-yloxy)-3B-(3a-tetrahydropyran-2-yloxy)-4-phenoxy-19e) but-3-in-2-ol (Ia), (2) rearranging (Ia) with lithium acetylide or ethinyl magnesium halide in tetrahydrofurane to form allen compounds through propargyl ester or ether compounds, to finally obtain (I). (I) is useful for pregnancy control drug when a-hydroxyl group is substituted at carbon position 9, and for control of gastric juice or brochyial expansion when oxygen is at 9.