| Literature DB >> 12425603 |
Adam Golebiowski1, Julita Jozwik, Sean R Klopfenstein, Anny-Odile Colson, Arthur L Grieb, Anne F Russell, Vinit L Rastogi, Conrad F Diven, David E Portlock, Jack J Chen.
Abstract
The scope and limitations of the solid-supported synthesis of a bicyclic diketopiperazine, an internal, putative peptide beta-turn mimetic, are presented. The 4CC multicomponent Ugi reaction of alpha-N-Boc-diaminopropionic acid resin ester (an amine input), optically active alpha-bromoacid, aldehyde, and isocyanide is the key step in the proposed synthetic protocol. Application of cyclitive cleavage as the final step led to desired products in high purity.Entities:
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Year: 2002 PMID: 12425603 DOI: 10.1021/cc020029u
Source DB: PubMed Journal: J Comb Chem ISSN: 1520-4766