Methods for the synthesis of enantiopure (S)-methadone, (R)-methadone, (R,S)-methadone and related analogues starting from optically active or racemic N-substituted cyclic sulfamidates, or N-substituted aziridines with retention of stereochemical configuration. The methods avoid the formation of isomethadone-nitrile by-products observed under the previously reported conditions, namely the ring-opening reaction of the corresponding 1,1,2-trimethylaziridin-1-ium salt and the 2,2-diphenylacetonitrile anion, resulting in improved yields and facile purification operations.
NOVEL METHODS FOR SYNTHETIZING ENANTIOPURE (S)-METHADONE, (R)-METHADONE, RACEMIC (R,S)-METHADONE AND RELATED ANALOGUE SUBSTANCES
ONGARO ALBERTO;
2021
Abstract
Methods for the synthesis of enantiopure (S)-methadone, (R)-methadone, (R,S)-methadone and related analogues starting from optically active or racemic N-substituted cyclic sulfamidates, or N-substituted aziridines with retention of stereochemical configuration. The methods avoid the formation of isomethadone-nitrile by-products observed under the previously reported conditions, namely the ring-opening reaction of the corresponding 1,1,2-trimethylaziridin-1-ium salt and the 2,2-diphenylacetonitrile anion, resulting in improved yields and facile purification operations.File in questo prodotto:
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