Beilstein J. Org. Chem.2024,20, 173–180, doi:10.3762/bjoc.20.17
glycosylation reactions. The 3’-sulfate was finally introduced through tin activation in benzene/DMF followed by treatment with a sulfur trioxide–trimethylamine complex in a 66% yield.
Keywords: regioselective sulfation; thioglycoside donors; Thomsen–Friedenreichantigen; Introduction
In a collaboration
Beilstein J. Org. Chem.2010,6, No. 47, doi:10.3762/bjoc.6.47
antigen) linked to β3-homo-serine are known. Despite their importance as specific tumour antigens, conjugates of Fmoc-β3hSer and Fmoc-β3hThr carrying larger TACA structures such as the Thomsen–Friedenreichantigen (TF) or its sialylated variants (α2-6sTF and α2-3sTF) have not been reported to date.
By
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Graphical Abstract
Figure 1:
Structures of the naturally occurring TN and TF antigens and the targeted Fmoc-β3hThr analogues.