Abstract

The synthesis of a series of new glycosylated N α-Fmoc hydroxyproline building blocks has been accomplished for the first time with two approaches. First, by glycosylation of N α-Fmoc Hyp OH, having unprotected carboxyl group with different peracetylated glycosyl derivatives. Alternatively, by glycosylation of its derivative N α-Fmoc Hyp Opfp with different acylated glycosyl derivatives under silver triflate promotion. The use of benzoyl groups instead of acetyl as protecting groups for the carbohydrate moiety boosted the yield of glycosidation of N α-Fmoc Hyp Opfp. These building blocks are ready for their incorporation into solid-phase glycopeptide synthesis protocols.

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