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The synthesis of luzopeptin C has been accomplished by self-assembly of the macrocycle via activation of a pentapeptide monomer. The present work underscores the generality of the spontaneous macrocyclization approach to the peptins, a strategy introduced by us in connection with the synthesis of luzopeptin E2.
We describe a protocol for the multigram preparation of a tripeptide found in peptin antibiotics. The N-terminus is an azido group, while the C-terminus is an allyl ester. The molecule may be cleanly and selectively deblocked under neutral conditions, facilitating strategic planning for the creation of the macrocyclic sector of all peptins.
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