ORGN 636 |
Synthetic approaches to cyclic ureas
| Bin Liu, Rhoda W. Joseph, and Bruce D. Dorsey. Chemistry, Locus Pharmaceuticals, Inc, Four Valley Square, 512 Township Line Road, Blue Bell, PA 19422 |
| Cyclic urea derivatives have demonstrated interesting biological activities such as inhibition of HIV proteases. The development of diverse synthetic approaches to cyclic urea compounds is important to expand the activity spectrum of this class of compounds. In addition to traditional formation of cyclic ureas from linear diamines using 1, 1’-carbonyldiimidazole (Equation 1), we have developed an olefin metathesis route to synthesize cyclic ureas (Equation 2). In this approach, the open ureas were first alkylated with allyl bromide to form intermediate I, which was then treated with Grubbs’ olefin metathesis catalyst to afford the cyclic urea II. Compound II can be further functionalized at the double bond. 
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New Reactions, Methodology, Heterocycles, Aromatics
8:00 PM-10:00 PM, Wednesday, August 25, 2004 Pennsylvania Convention Center -- Hall D, Poster
Division of Organic Chemistry
The 228th ACS National Meeting, in Philadelphia, PA, August 22-26, 2004
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