Concise Synthesis of All Stereoisomers of Dendroamide A by Fluorous Mixture Synthesis Based on Fluorous-Fmoc Protection of Amino Acids.

A liquid-phase split-type synthesis of all the stereoisomers of dendroamide A, which exhibits multidrug-resistance reversing activity, has been carried out. The key to the concise synthesis was the fluorous-Fmoc protection strategy of each of the starting materials ( D- and L-alanine and D- and L-valine). By using the fluorous-Fmoc encoding method, the target stereoisomers were effectively synthesized individually in fewer steps than by the corresponding linear synthetic routes. [ABSTRACT FROM AUTHOR]