The preparation of (S)-2-(4’-isobutylphenyl)propionic acid ((S)-Ibuprofen) (82% optical purity) and (S)-2-(6’-methoxy-2’-naphthyl)propioniacc id (Naproxen) (96% optical purity) has been accomplished by starting from optically pure (S)-2-chloropropionyl chloride. The investigation for finding the best experimental conditions and minimizing racemization phenomena is presented.
ZINC SALT CATALYZED REARRANGEMENT OF ACETALS OF OPTICALLY-ACTIVE ARYL 1-CHLOROETHYL KETONES - SYNTHESIS OF OPTICALLY-ACTIVE 2-ARYLPROPIONIC ACIDS AND ESTERS / O. PICCOLO, F. SPREAFICO, G. VISENTIN, E. VALOTI. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - 52:1(1987), pp. 10-14. [10.1021/jo00377a002]
ZINC SALT CATALYZED REARRANGEMENT OF ACETALS OF OPTICALLY-ACTIVE ARYL 1-CHLOROETHYL KETONES - SYNTHESIS OF OPTICALLY-ACTIVE 2-ARYLPROPIONIC ACIDS AND ESTERS
E. ValotiUltimo
1987
Abstract
The preparation of (S)-2-(4’-isobutylphenyl)propionic acid ((S)-Ibuprofen) (82% optical purity) and (S)-2-(6’-methoxy-2’-naphthyl)propioniacc id (Naproxen) (96% optical purity) has been accomplished by starting from optically pure (S)-2-chloropropionyl chloride. The investigation for finding the best experimental conditions and minimizing racemization phenomena is presented.
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