Tetrahedron

Synthetic studies of microcolin B

RH Mattern, S Gunasekera, O McConnell

Index: Mattern, Ralph-Heiko; Gunasekera, Sarath; McConnell, Oliver Tetrahedron, 1996 , vol. 52, # 2 p. 425 - 434

Full Text: HTML

Citation Number: 14

Abstract

The octanoyl and desacetyl analogue of the lipopeptide microcolin B isolated from Lyngbya majuscula was synthesized using a segment condensation 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 segment was coupled to the dipeptide Boc-Thr-MeVal-OH using PyBoP®. Deprotection followed by PyBroP®-mediated coupling with octanoyl-MeLeu-OH finally led ...