N-1 substituted .beta.-lactams as antibiotics

C - Chemistry – Metallurgy – 07 – D

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C07D 401/14 (2006.01) C07D 417/14 (2006.01)

Patent

CA 1317302

ABSTRACT NOVEL N-1 SUBSTITUTED .beta.-LACTAMS AS ANTIBIOTICS This invention presents novel 2-azetidinone compounds of the formula Image wherein R10 and R15 are the same or different and are a) hydrogen, b) (C1-C12) alkyl, c) (C2-C8) alkenyl, d) (C2-C8) alkynyl, e) -CH2OCO- CH2NHR4, f) -CH2OCO2R30, g) -CH2F, or h) -CHF2; wherein R4 is hydro- gen or -COH; wherein R30 is (C1-C8)alkyl; wherein R20 is an acyl group derived from a carboxylic acid; wherein A is oxygen or sulfur; and wherein R70 is a) hydrogen, b) (C1-C8) alkyl, c) phenyl, d) -OH, or e) -SH; where each member of b or c may optionally be substituted by 1 to 2 substituents selected from the group consisting of halogen, hydroxy, and amino. These compounds are useful as antibacterial agents to eradicate or control susceptible microbes. Intermediates and processes for making these compounds are also disclosed.

557365

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