METHOD OF PREPARING ENANTIOMERICALLY-PURE 3-METHYL-5-(1-ALKYL-2(S)-PYRROLIDINYL)ISOXAZOLES

METHOD OF PREPARING ENANTIOMERICALLY-PURE 3-METHYL-5-(1-ALKYL-2(S)-PYRROLIDINYL)ISOXAZOLES

A novel process for preparing enantiomerically-pure 3-methyl-5-(1-(C1-C3-alkyl)-2-pyrrolidinyl)isoxazole in high yield, wherein a protected pyrrolidine or 2-oxo-pyrrolidine starting material is reacted with a suitable organic anion and a resulting beta-keto oxime intermediate is cyclized and dehydra...

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Hauptverfasser: BUNNELLE, WILLIAM, H, WITZIG, CHRISTIAN, C, LIN, NAN-HORNG, ESCH, THOMAS, K., J, RAO, ALLA, V. RAMA, NARAYANAN, BIKSHANDAR, A, SINGAM, PULLA R, ELLIOTT, RICHARD, L, BEER, DIETER, O, CHORGHADE, MUKUND, S, HE, YUN, HERZIG, THOMAS, C, WITTENBERGER, STEVEN, J
Format: Patent
Sprache:eng ; fre ; ger
Schlagworte:
CHEMISTRY
HETEROCYCLIC COMPOUNDS
METALLURGY
ORGANIC CHEMISTRY
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Zusammenfassung:A novel process for preparing enantiomerically-pure 3-methyl-5-(1-(C1-C3-alkyl)-2-pyrrolidinyl)isoxazole in high yield, wherein a protected pyrrolidine or 2-oxo-pyrrolidine starting material is reacted with a suitable organic anion and a resulting beta-keto oxime intermediate is cyclized and dehydrated, as well as intermediates useful in the preparation thereof.