Symmetrical azetidinone aldehyde disulfides and process

Details Symmetrical azetidinone aldehyde disulfides and process Symmetrical azetidinone aldehyde disulfides and process

1980-04-07

1981-10-06

Berch, Mark L.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

260239A, 2603303, 2603474, 544 92, C07D20508, C07D40312, C07D40314, C07D40514

Patent

active

042934958

ABSTRACT:
4R,4'R bis[1-(2-N-3-methyl-4-al-Z-but-2-ene-oate)-2-oxo-3S-acylamino azetidine]disulfide compounds are prepared by reacting the corresponding 7.alpha.-acylamino-2.alpha.-alkoxy-3-methyl-3-cephem-4-carboxylates first with an N-chloro halogenating agent, e.g., N-chlorosuccinimide, then with an aqueous suspension of mercury dichloride and cadmium carbonate. The disulfide compounds produced in this invention are intermediates in the synthesis of the biologically active 7.beta.-acylamino-7.alpha.-alkoxy-3-methyl 1-oxa .beta.-lactam antibiotic compounds.

REFERENCES:
patent: 3872086 (1975-03-01), Barton et al.
patent: 3954732 (1976-05-01), Kamiya et al.
patent: 4071513 (1978-01-01), Kim
Kamiya et al. Jet Letters 3001 (1973).
Kim et al. Jet Letters 409 (1978).
Paquette et al. Synthetic Communications 6, 575 (1976).
Woodward et al. Chem Abs 90, 54804 (1978).
Glaxo Chem Abs 91, 157730q (1979).

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