Process for the manufacture of 3-methylene-cepham compounds

Details Process for the manufacture of 3-methylene-cepham compounds Process for the manufacture of 3-methylene-cepham compounds

1973-12-17

1977-03-22

Rizzo, Nicholas S.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

424246, C07D50104

Patent

active

040136507

ABSTRACT:
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, and R.sub.2 represents hydroxyl or a radical R.sub.2.sup.A which together with the carbonyl grouping --C(=O)-- forms a protected carboxyl group, as well as 1-oxides thereof, and salts of such compounds with salt-forming groups, are prepared from compounds of the formula ##STR2## wherein R.sub.1.sup.a and R.sub.1.sup.b have the above mentioned meaning, R denotes an acyloxy group, R.sub.2.sup.a has the meaning of R.sub.2 or R and R.sub.2.sup.o together denote an epoxy group, from a 1-oxide thereof or a salt of such a compound, by reduction with a metal which has a normal potential of -2.4 to -0.40 volt, or an amalgam thereof, at a pH of 1 to 8, in the presence of water.

REFERENCES:
patent: 3769277 (1973-10-01), Long et al.
patent: 3773761 (1973-11-01), Blackburn et al.
patent: 3775408 (1973-11-01), Ochiai et al.
patent: 3792995 (1974-02-01), Ochiai et al.
patent: 3883518 (1975-05-01), Ponticello et al.
patent: 3932393 (1976-01-01), Chauvette

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