Journal
ORGANIC LETTERS
Volume 9, Issue 16, Pages 3061-3064Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol0711265
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[GRAPHICS] An efficient synthetic approach for the preparation of macrocyclic peptidomimetics for inhibition of HCV NS3 is presented. The macrocyclic core is built using ring-closing metathesis (RCM) of a tripeptidic diene. The presented approach allows the introduction of heteroatoms in strategic places along the macrocyclic ring. The methyl ester moiety in the RCM products was synthetically manipulated to install a keto-amide moiety via a Passerini reaction.
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