Total synthesis of narbonolide and ketolide antibiotics

ORGN 384

Lakshmanan Venkatraman1, Courtney Aldrich2, Robert A. Fecik1, and David H. Sherman2. (1) Department of Medicinal Chemistry, University of Minnesota, 308 Harvard St S.E., University of Minnesota, Minneapolis, MN 55455, (2) Department of Medicinal Chemistry, University of Michigan, Ann Arbor, MI 48109
Ketolides are an important class broad-spectrum antibiotics with impressive clinical activity against erythromycin-resistant pathogens. We have designed a convergent total synthesis of narbonolide that will provide access to novel analogs for biological evaluation and substrate specificity studies of glycosylating enzymes. This synthetic route is highly convergent, and readily amenable to the large-scale preparation of diverse analogs.

 

Total Synthesis, Process R&D, Combinatorial, Bioorganic, Physical Organic Chemistry
8:00 PM-10:00 PM, Tuesday, August 24, 2004 Pennsylvania Convention Center -- Hall D, Poster

Sci-Mix
8:00 PM-10:00 PM, Monday, August 23, 2004 Pennsylvania Convention Center -- Hall D, Sci-Mix

Division of Organic Chemistry

The 228th ACS National Meeting, in Philadelphia, PA, August 22-26, 2004