title: A practical and improved synthesis of (3S,5S)-3-[(tert-butyloxycarbonyl)methyl]- 5-[(methanesulfonyloxy)methyl]-2- pyrrolidinone.
abstract: A practical and improved synthesis of (3S,5S)-3-[(tert-butyloxycarbonyl)methyl]-5-[(methanesulfonyloxy)methyl]-2-pyrrolidinone (1) is described. The key transformations involve a highly efficient reaction sequence consisting of ethoxycarbonylation, alkylation, hydrolysis, and decarboxylation to produce compound 10. The process described herein is practical, robust, and cost-effective, and it has been successfully implemented in a pilot plant to produce a multikilogram quantity of mesylate 1.
authors.affiliation: Department of Chemical Development, Boehringer Ingelheim Pharmaceuticals, Inc., 900 Ridgebury Road, P.O. Box 368, Ridgefield, Connecticut 06877-0368,USA. nyee@rdg.boehringer-ingelheim.com
authors.forename: Nathan K
authors.initials: NK
authors.lastname: Yee
authors.forename: Yong
authors.initials: Y
authors.lastname: Dong
authors.forename: Suresh R
authors.initials: SR
authors.lastname: Kapadia
authors.forename: Jinhua J
authors.initials: JJ
authors.lastname: Song