Potential fibrinolytic agents: versatile synthetic route to novel 4-(branched alkyl)benzoic acids via beta-monosubstituted or beta,beta-disubstituted styrene-4-carboxylic acids.
A versatile and unambiguous synthetic route to some novel 4-(branched alkyl)benzoic acids via their beta-monosubstituted or beta,beta-disubstituted styrene-4-carboxylic acid precursors is described. The procedure starts with readily available aldehydes or ketones and the common intermediate p-bromobenzyltriphenyl-phosphonium bromide in a Wittig reaction and proceeds in good yield through p-bromostyrene and p-cyanostyrene intermediates. Several benzoic acid derivatives were of potential biological interest as fibrinolytic agents.
D001565:Benzoates / Q000138:chemical synthesis* / Q000494:pharmacology; D002264:Carboxylic Acids / Q000138:chemical synthesis*; D055598:Chemical Phenomena; D002621:Chemistry; D005343:Fibrinolytic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D006868:Hydrolysis; D066298:In Vitro Techniques; D008722:Methods; D009570:Nitriles; D013343:Styrenes / Q000138:chemical synthesis*
D001565:Benzoates; D002264:Carboxylic Acids; D005343:Fibrinolytic Agents; D009570:Nitriles; D013343:Styrenes