Abstract
Fmoc amino acid fluorides were found to be exceptionally well suited for the coupling of extremely hindered amino acids using a new strategy involving treatment with bis(trimethylsilyl)acetamide prior to the acylation step. Addition of bis(trimethylsilyl)acetamide (BSA) accelerates peptide bond formation of extremely hindered amino acids. Fmoc-NMeAib-F + Aib-OMe + BSA → Fmoc-NMeAib-Aib-OMe Yield: 34%, 2h (without BSA: 8%)
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