Sulfide intermediates for the manufacture of enol derivatives

Details Sulfide intermediates for the manufacture of enol derivatives Sulfide intermediates for the manufacture of enol derivatives

1978-11-20

1981-03-10

Berch, Mark L.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

2602454, 2603474, 546208, 549 59, C07D20508, C07D40106, C07D40306, C07D40506

Patent

active

042553288

ABSTRACT:
7.beta.-amino-3-cephem-3-ol-4-carboxylic acid compounds of the formula ##STR1## wherein R.sub.1.sup.a represents hydrogen or an amino protective group R.sub.1.sup.A and R.sub.1.sup.b represents hydrogen or an acyl group Ac, or R.sub.1.sup.a and R.sub.1.sup.b together represent a bivalent amino protective group, R.sub.2 represents hydroxyl or a radical R.sub.2.sup.A which together with the carbonyl grouping --C(.dbd.O)-- forms a protected carboxyl group and R.sub.3 represents hydrogen, lower alkyl or a hydroxyl protective group, and 1-oxides of 3-cephem compounds of the formula IA, and the corresponding 2-cephem compounds are prepared in that a compound of the formula ##STR2## wherein R.sub.1.sup.a, R.sub.1.sup.b and R.sub.2.sup.A have the meanings mentioned under formula IA, R.sub.3.sup.o represents lower alkyl or a hydroxyl protective group and Y represents a group which is removed, is treated with a base; also comprised are intermediate products.

REFERENCES:
patent: 3872086 (1975-03-01), Barton et al.
patent: 3993646 (1976-11-01), Kamuya et al.
patent: 4039530 (1977-08-01), Micetich
patent: 4091026 (1978-05-01), Micetich
Allan et al., J.C.S. Perkin I, p. 1456 (1974).
Uyeo et al., Chem. Abs. 87, 152247 (1977).
Tsuji et al., Chem. Abs. 86, 55466n (1977).
Hamashima et al., Chem. Abs. 87, 5499p (1977).
Woodward et al., Chem. Abs. 84, 17394p (1976).
Woodward et al., Chem. Abs. 86, 29852r (1977).

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