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

1992-04-27

1993-01-05

Lee, Mary C.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D20704

Patent

active

051772175

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-amino-pyrrolidine 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:
patent: 4785119 (1988-11-01), Hojo et al.
patent: 4851418 (1989-07-01), Sanchez
patent: 4916141 (1990-04-01), Sanchez
J. Org. Chem., 51, 4296-4298 (1986) Brown et al. Hydroboration . . . Enantiomeric Purity.
J. Med. Chem., 31, 1586-1590 (1988) Rosen et al. Asymmetric . . . Hydrochloride.
J. Med. Chem., 14, No. 1, 24-30 (1971) Witiak et al. L(S)-. . . in Vitro.

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