D. Cabaret et al., ACYLATION OF SUGAR HYDROXYL-GROUPS WITH N-BOC AMINO-ACID N-CARBOXYANHYDRIDES (BOC-NCAS) - SYNTHESIS OF AMINO-ACID SACCHARIDE CONJUGATES, Synthetic communications, 28(14), 1998, pp. 2713-2724
Boc-NCAs cleanly react with a series of free or protected sugars to gi
ve mono- or poly-amino acid conjugates in good yields. Trifluoroacetic
acid in methylene chloride only cleaves the N-Boc protecting group. T
reatment with aqueous trifluoroacetic acid removes the remaining isopr
opylidene protecting groups and leads to free glycoconjugates.