2-formyl 3-oxygenated 5-oxycyclopen-taneheptanoic acids,esters corresponding and derivatives
Abstract
Abstract THE CONDENSATION OF DIMETHYL 3-OXOUNDECANE-1,11-DIOATE WITH STYRYLGLYOXAL AFFORDS 14-PHENYL-9,12-DIOXO-11HYDROXYTETRADEC-13-ENOIC ACID, WHICH IS CYCLIZED TO AFFORD 3-HYDROXY-5-OXO-2-STYRYLCYLOPENT - 1 - ENEHEPTANOIC ACID. HYDROXYLATION OF THE STYRYL DOUBLE BOND AFFORDS THE CORRESPONDING 2-STYRYL-3-HYDROXY COMPOUNDS RE RESOLVED AND IS CLEAVED TO AFFORD THE INSTANT 2-FORMYL COMPOUNDS. THE RACEMIC 2-STYTYL-3-HYDROXY COMPOUNDS ARE RESOLVED AND SUBSEQUENTLY HYDROXYLATED AND CLEAVED TO FORM THE OPTICALLY ACTIVE 2-FORMYL DERIVATIVES. THE INSTANT COMPOUNDS ARE USEFUL AS ANTI-MICROBIAL AGENTS AND ALSO AS INTERMEDIATES TO PROSTANOIC ACID DERIVATIVES AND THEIR OPTICALLY ACTIVE ISOMERS WHICH EXHIBIT ANTI-MICROBIAL, PEPSIN-INHIBITORY, HYPOTENSIVE AND SMOOTH MUSCLE-CONTRACTING PROPERTIES.
Inventors
- 👤 M Miyano
Bibliographic Details
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