L-tartaric acid salt of a (1R) diastereomer of a

Details L-tartaric acid salt of a (1R) diastereomer of a L-tartaric acid salt of a (1R) diastereomer of a

1997-06-10

1999-03-23

McKane, Joseph K.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

548430, 548431, 548434, 548452, C07D20952

Patent

active

058861920

ABSTRACT:
A method for the preparation of a lactam compound of formula ##STR1## wherein R'.sub.1 and R".sub.1 independently are acyl or aroyl, or taken together form an optionally substituted methylene, and G.sub.1 is hydrogen or an amino protecting group, comprising oxidizing a bis O-protected ##STR2## with about 0.1 mol % to about 1 mol % of RuO.sub.2 or hydrate thereof in the presence of about 3 equivalents of an oxidant to form the lactam compound with an enantiomeric excess of greater than or equal to about 95%.

REFERENCES:
patent: 5364862 (1994-11-01), Spada et al.
patent: 5631383 (1997-05-01), Largeau et al.
patent: 5670649 (1997-09-01), Largeau et al.
Katagiri et al., Synthesis of Carbocyclic Nucleosides from Carbon-Nitrogen Bond Cleavage of Five-and Six-Membered Lactams, Chemical and Pharm. Bull., vol. 39, No. 5, 1991 (pp. 1112-1122).
Katagiri et al., Stereospecific Synthesis of Carbocyclic Nucleosides from Carbon-Nitrogen Bond Cleavage, Tetrahedron Letters, vol. 39, No. 13, 1989, pp. 1645-1648.

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