Process for the manufacture of (S)-3-amino-1-substituted-pyrroli

Details Process for the manufacture of (S)-3-amino-1-substituted-pyrroli Process for the manufacture of (S)-3-amino-1-substituted-pyrroli

1992-09-10

1993-10-05

Lee, Mary C.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

548965, 548968, C07D20714, C07D20308, C07D20324

Patent

active

052507041

ABSTRACT:
A novel process for preparing a stereospecific (S)-3-amino-1-substituted pyrrolidine used as a key intermediate in preparing quinolone and naphthyridone antibacterial agents where the 7-position is occupied with a sterospecific 3-aminopyrrolidine side chain is described starting from inexpensive L-aspartic acid. L-aspartic acid is converted to the desired (S)-3-aminopyrrolidine via a novel, high yield transformation of a substituted aziridine.

REFERENCES:
CA 72(5) 21246m Reaction of N,N-Dichloroethanesulfonamide with 1-Olefins, Ohashi et al., p. 266, 1970.
CA 88(23):170040x Some Reactions of Diazomethane with Polyfluoroazaolefins, Coe et al., p. 583, 1978.

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