Synthesis of N-Methyl-N-{(1 S)-1-[(3 R)-pyrrolidin-3-yl] ethyl} amine

TJ Fleck, WW McWhorter, RN DeKam…

Index: Fleck, Thomas J.; McWhorter Jr., William W.; DeKam, Richard N.; Pearlman, Bruce A. Journal of Organic Chemistry, 2003 , vol. 68, # 25 p. 9612 - 9617

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Citation Number: 33

Abstract

N-Methyl-N-{(1 S)-1-[(3 R)-pyrrolidin-3-yl] ethyl} amine (1) 1 is a key intermediate in the preparation of premafloxacin (2), which was under development as an antibiotic for use against pathogens of veterinary importance. This paper describes the development of a practical, efficient, and stereoselective process for the preparation of 1 from isobutyl (3 S)-3- {methyl [(1 S)-1-phenylethyl] amino} butanoate (5c). The key steps in the synthetic ...