Symmetrical azetidinone aldehyde disulfides and process

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

1981-05-18

1983-07-19

Berch, Mark L.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

C07D40312, C07D48704, C07D40314

Patent

active

043943136

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.-acyl-amino-7.alpha.-alkoxy-3-methyl 1-oxa .beta.-lactam antibiotic compounds.

REFERENCES:
patent: 4302391 (1981-11-01), Kukolja
Pfeil et al., J. Organic Chem. 46, 827 (1981).
Gorden et al., Chem. Abs. 88, 121082d (1977).
Paquette et al., Syn. Comm. 6, 575 (1976).

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