Unsymmetrical azetidinone aldehyde disulfides and process

Details Unsymmetrical azetidinone aldehyde disulfides and process Unsymmetrical azetidinone aldehyde disulfides and process

1981-08-07

1983-10-04

Berch, Mark L.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

2602454, 2603309, 2603303, C07D20508, C07D40506, C07D40306, C07D40906

Patent

active

044077505

ABSTRACT:
Aryl 4R[1-(2-N-3-methyl-4-al-Z-but-2-ene-oate)-2-oxo-3s-acylamino azetidinone]disulfides are prepared by reacting the corresponding 7.alpha.-acylamino-2.alpha.-alkoxy-3-methyl-3-cephem-4-carboxylates first with either phenylsulfenyl chloride or a monosubstituted-phenylsulfenyl chloride where the substituent is either chloro, methoxy, methyl or acetoxy. The disulfide compounds produced in this invention are intermediates in the synthesis of the 7.beta.-acylamino-7.alpha.-alkoxy-3-methyl 1-oxa .beta.-lactam acids, a class of antibiotic compounds.

REFERENCES:
patent: 4302391 (1981-11-01), Kukolja
Pfeil et al., J. Organic Chem. 46, 827, (1981).
Gordon et al., Chem. Abs. 88, 121082d, (1977).

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