A broad variety of 4-((2,4-dimethoxyphenyl)(Fmoc-amino)methyl)phenoxyalkyl functionalized supports have been developed for the synthesis of peptide carboxamides.(1, 2) Detachment of peptide amides from these widely used supports can be achieved by treatment with 95% trifluoroacetic acid (TFA). Lability of the benzyl phenyl ether linkage towards high concentrations of TFA was associated with by-product formation during final cleavage from the original Rink amide resin 4-((2,4-dimethoxyphenyl)(Fmocamino) methyl)phenoxymethylpolystyrene. All Rink amide resins supplied by us are therefore functionalized with the modified Rink amide (RAM) linker: 4-((2,4-dimethoxyphenyl)(Fmoc-amino)methyl)phenoxyacetic acid.(2) Aminomethylpolystyrene acylated with the RAM linker, also known as “Knorr” resin, is an excellent tool for SPPS of peptide amides. The C-terminal amino acid residue can be coupled using standard amide-forming procedures employing diisopropylcarbodiimide/hydroxybenzotriazole (HOBt) or uronium or phosphonium salts such as TBTU or BOP. The use of N-alkyl Rink resin can provide N-alkylamide peptides.(3)
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