>I tried to follow your link, but couldn't find anything searching for "staph". Any missing steps?
No, I just tried again and it worked fine. In any case, here are the relevant parts (fair use). The page contains abstracts from what I believe are internal presentations at Merck, 1996 and 1997. I'd appreciate comments from anyone to whom this is meaningful!
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Dr. Mark L. Greenlee, Senior Research Fellow, Department of Medicinal Chemistry, P.O. Box 2000, Rahway, NJ 07065
2-ARYLCARBAPENEMS ACTIVE AGAINST METHICILLIN-RESISTANT STAPHYLOCOCCI
Infections caused by methicillin-resistant staphylococci (MRS) are becoming an increasingly serious problem worldwide. Strains of MRS are almost invariably multiply drug-resistant, including to all currently available beta-lactam antibiotics, and thus the therapeutic options for treating these infections are extremely limited. This presentation will describe the discovery of a new class of 2-arylcarbapenems (1) th potent activity against MRS. The activity of these compounds has been shown to correlate with increased binding to the low affinity penicillin-binding protein PBP-2a present in MRS. The synthesis and biological properties of this new class of antibacterial agents including the structure-activity relationships with respect to the substituents R1 and R2 will be presented.
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Dr. Nobuyoshi Yasuda, Research Fellow, Department of Process Research, P.O. Box 2000, Rahway, NJ 07065
PREPARATION OF ANTI-MRSA CARBAPENEMS
Methicillin resistant Staphylococcus aureus (MRSA) causes one of the most fatal infectious diseases. Our Medicinal group has discovered that carbapenems containing aromatic rings at the C-2 position exhibit potent activity against MRSA. Designs of practical syntheses of anti-MRSA carbapenem candidates will be discussed including:
1.Reaction mechanism of Sugasawa reaction-"ortho-acylation of anilines with two Lewis acids"
2.Pschorr cyclization
3.Mild Suzuki cross-coupling with complicated functional moieties
4.Art of the isolation of unstable carbapenems on the large scale
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PLS
BTW, I own a bit of MRK but no MCDE (yet). |
