The octanoyl and desacetyl analogue of the lipopeptide microcolin B is
olated from Lyngbya majuscula was synthesized using a segment condensa
tion strategy. To achieve this the unique 1-prolyl-methyl-2-pyrroline
unit was prepared from Boc-Pro-Ala-OH in a five step synthesis. This s
egment was coupled to the dipeptide Boc-Thr-MeVal-OH using PyBoP(R). D
eprotection followed by PyBroP(R)-mediated coupling with octanoyl-MeLe
u-OH finally led to the octanoyl analogue of desacetylmicrocolin B.