The octanoyl and acetyl analogue of the lipopeptide microlin B was synthesized from the suitably protected L-amino acids adopting segment condensation strategy. To achive this the unique Boc and Mem protected cyclic compound was prepared from N-Boc-Methyl-L-Leucil-L-threonin-benzyl ester in a five step synthesis. This segment was coupled to the readily available octanoic acid followed by deprotection employing standard mixed anhydride strategy. This resultant compound on debenzylation and coupling with pyrrolinone unit after acetylation led to the targeted moiety.
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