Process for chiral 3-(1-amino-1,1-bisalkylmethyl)-1-substituted-pyrrolidines

U.S. Patent Number: 5347017

Abstract: The process for the preparation of chiral 3-(1-amino-1,1-bisalkylmethyl)-1-substituted-pyrrolidines used as key intermediates for the preparation of naphthyridine and quinolone antibacterial agents which comprises reacting readily available chiral 1-substituted-3-pyrrolidinols to their corresponding chiral sulfonate esters; converting the sulfonate esters to chiral 1-substituted-3-cyanopyrrolidines having an inverse configuration, and then dialkylating the chiral cyanopyrrolidines with alkyl lithium in the presence of a Lewis acid without racemization at the asymmetric carbon atom is described.

Inventors: Fedij; Victor (Holland, MI), Suto; Mark J. (San Diego, CA), Wemple; James N. (Holland, MI), Zeller; James R. (Holland, MI)

Assignee: Warner-Lambert Company (Morris Plains, NJ)

Application Number: 08/088,464

Issued: 1994-09-13

Expired: 2006-09-13

Classes: 548/566 ; 548/542; 548/557

Field of search: 548/542,566,557

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