Antibacterial phosphonopenams and a process for the production

Details Antibacterial phosphonopenams and a process for the production Antibacterial phosphonopenams and a process for the production

C - Chemistry, Metallurgy

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C07D 499/44 (2006.01) A23K 1/16 (2006.01) C07D 277/10 (2006.01) C07D 499/00 (2006.01) C07F 9/6561 (2006.01)

Patent

CA 1094548

ABSTRACT OF THE DISCLOSURE The present invention discloses novel 6-acylamino- 2,2-dimethyl-3-phosphonopenams and certain lower alkyl esters thereof possessing antibacterial activity, methods for their production, and intermediates therefor; the production com- prises the steps of reacting 6-triphenylmethylamino-2,2- dimethylpenam-3-carboxylic acid with lead tetraacetate to form the corresponding 3-acetoxy compound, the latter is con- verted to a-triphenylmethylamino-5,5-dimethyl-3-thiazoline- 2-acetic acid which is condensed with dimethyl phosphite to produce .alpha.-triphenylmethylamino-5,5-dimethyl-4(0,0-dimethyl- phosphono)-thiazolidine-2-acetic acid which is cyclized to 6- triphenylmethylamino-2,2-dimethyl-3-(0,0-dimethylphosphono)- penam and the latter is subsequently deblocked and acylated.

261354

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