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Hexafluoroacetone-protected/activated hydroxy acids (2,2-bis(trifluoromethyl)-1,3-dioxolan-4- ones) represent recoverable and reusable monomers for the solid phase synthesis of depsipeptides. The reactivities of HFA-protected/activated malic acid and its C α -methylated analog citramalic acid toward resin bound amino acids were studied and are compared herein. The potential of HFA-protected/activated amino acids (2,2-bis(trifluoromethyl)-1,3-oxazolidin- 5-ones) such as Phe, Leu, MeLeu, Pro and Tic as pre-activated monomers for solid phase peptide synthesis was also investigated.

Application of hexafluoroacetone as protecting and activating reagent in solid phase peptide and depsipeptide synthesis