The patent badge is an abbreviated version of the USPTO patent document. The patent badge does contain a link to the full patent document.
The patent badge is an abbreviated version of the USPTO patent document. The patent badge covers the following: Patent number, Date patent was issued, Date patent was filed, Title of the patent, Applicant, Inventor, Assignee, Attorney firm, Primary examiner, Assistant examiner, CPCs, and Abstract. The patent badge does contain a link to the full patent document (in Adobe Acrobat format, aka pdf). To download or print any patent click here.
Patent No.:
Date of Patent:
Aug. 24, 1999
Filed:
Nov. 24, 1997
Takasago International Corporation, Tokyo, JP;
Abstract
A production process for obtaining optically active (3R,1'S)-1-benzyl-3-�(1'-N-methylamino)ethyl!pyrrolidine or (3R,1'S)-3-�(1'-N-methylamino)ethyl!pyrrolidine used as an intermediate for the synthesis of pharmaceutical preparations such as anti-fungal agents in high purity and in high yield using a reduced number of processing steps. The process comprises asymmetrically hydrogenating 3-acetyl-1-benzyl-2-pyrrolidinone in the presence of a complex formed from bidentate phosphine and ruthenium as a catalyst to provide (3S,1'R)-1-benzyl-3-�(1'-hydroxy)ethyl!-2-pyrrolidinone, then reducing with a hydride to provide (3R,1'R)-1-benzyl-3-�(1'-hydroxy)ethyl!pyrrolidine, mesylating or tosylating to provide (3R,1'R)-1-benzyl-3-�(1'-methanesulfonyloxy)ethyl!pyrrolidine or (3R,1'R)-1-benzyl-3-�(1'-p-toluenesulfonyloxy)ethyl!pyrrolidine, and reacting with methylamine to obtain (3R,1'S)-1-benzyl-3-�(1'-N-methylamino)ethyl!pyrrolidine. The prcess may further comprise de-benzylating (3R,1'S)-1-benzyl-3-�(1'-N-methylamino)ethyl!pyrrolidine to obtain (3R,1'S)-3-�(1'-N-methylamino)ethyl!pyrrolidine.