Solution phase synthesis of amide-linked N-acetyl neuraminic acid, α-amino acid, and sugar amino acid conjugates

摘要

peracetylated N-acetylneuraminic cid (N-euAc) was efficiently coupled to esters of glycine, alanine, and serine using BOP and HOBT in the presence of DIMA. Deprotection of the esters readied the NeuAc-α-amino acid conjugates for further elaboration. Coupling of the NeuAc-gly adduct with β-0-methoxy neuraminic acid methyl ester afforded a selectively protected glycine linked sialic acid dimer.