Process for producing optically active pyrrolidine derivatives

Details Process for producing optically active pyrrolidine derivatives Process for producing optically active pyrrolidine derivatives

1997-11-24

1999-08-24

Shah, Mukund J.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

G07D20709

Patent

active

059426292

ABSTRACT:
A production process for obtaining optically active 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 with a hydride to provide tosylating to provide reacting with methylamine to obtain further comprise de-benzylating

REFERENCES:
patent: 5461165 (1995-10-01), Domagala et al.
Chemical Abstracts, vol. 121, No. 9, Aug. 29, 1994, Abstract No. 108503x, p. 1044; XPOO2063630 and JP 00 672 999 A (Fujisawa Pharm Co.), pp. 1057-1061.
Schoeder, M.C., et al., "Synthesis of the Four Stereoisomers of Several 3-(1-Aminoethyl) Pyrrolidines. Important Intermediates In the Preparation of Quinolone Antibacterials" Journal of Heterocyclic Chemistry vol. 29, No. 6, Oct. 1992, pp. 1481-1498, XP00064751.
Y.Kimura; "Synthesis And Structure--Activity Relationships of 7-3-1-Aminocycloalkyl) Pyrrolidinyl|-Quino Lone Antibacterials", Chemical Pharmaceutical Bulletin, vol. 42, No. 7, 1994, XP002063628; pp. 1442-1454.
J.S. Plummer, et al., "Stereoelective Michael Additions of Nitromethane Yielding 3R (IS N-Substituted Aminoethyl) Pyrrolidines" Tetrahedron Letters, vol. 34, No. 47, 1993, pp. 7529-7532.

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