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.
Titolo: | ZINC SALT CATALYZED REARRANGEMENT OF ACETALS OF OPTICALLY-ACTIVE ARYL 1-CHLOROETHYL KETONES - SYNTHESIS OF OPTICALLY-ACTIVE 2-ARYLPROPIONIC ACIDS AND ESTERS |
Autori: | VALOTI, ERMANNO (Ultimo) |
Parole Chiave: | (S)-Ibuprofen ; (S)-Naproxen ; (S)-2-chloropropionyl chloride |
Settore Scientifico Disciplinare: | Settore CHIM/08 - Chimica Farmaceutica Settore CHIM/06 - Chimica Organica |
Data di pubblicazione: | 1987 |
Rivista: | |
Tipologia: | Article (author) |
Digital Object Identifier (DOI): | http://dx.doi.org/10.1021/jo00377a002 |
Appare nelle tipologie: | 01 - Articolo su periodico |