Gina M. Santorelli

Synthesis and properties of 2-(naphthosultamyl)methyl-carbapenems with potent anti-MRSA activity: discovery of L-786,392.

A series of 1beta-methyl-2-(naphthosultamyl)methyl-carbapenems bearing dicationic groups on the naphthosultamyl moiety was prepared and evaluated for activity against resistant gram-positive bacteria. Based on a combination of excellent in vitro antibacterial activity, acceptable mouse acute toxicity, and a desirable fragmentation pattern on beta-lactam ring opening, the analog 2g (L-786,392) was selected for extended evaluation.

MILD PREPARATION OF CEPHALOSPORIN ALLYL AND P-METHOXYBENZYL ESTERS USING DIAZOALKANES

Abstract Vinyl or p-methoxyphenyldiazomethane reacts rapidly with cephalosporins in ether/methylene chloride cosolvent to give the C-9 allyl and p-methoxybenzyl esters, respectively, in good yields, with no isomerization of the double bond to Δ-2.

Preparation of Potential Inhibitors of the Mur-Pathway Enzymes on Solid Support Using an Acetal Linker

Here, we report a novel strategy for the combinatorial or parallel solid-phase synthesis of potential inhibitors of the mur-pathway enzymes. The strategy involves the efficient use of p-alkoxybenzylidene acetal linker for reversible immobilization of sugar scaffolds to solid phase. This methodology was used to synthesize several glycopeptides on solid phase in good yields.