All-α-D-linked tetra- and penta-saccharide substructures of Trestatin A by block syntheses with triflic anhydride as promoter

Article abstract of DOI:10.1016/0008-6215(93)80028-D

The perbenzylated maltosyl and maltotriosyl fluorides 6 and 16 were treated with 2,3,2',3',6'-penta-O-benzyl-4,6-O-benzylidene-α,α-trehalose (7) using triflic anhydride as a promoter to give all-α-D-linked tetra- and penta-saccharides which were finally deblocked to the free oligosaccharides 4-O-α-maltosyl- 9 and 4-O-α-maltotriosyl-α,α-trehaloses 18. The ¹H NMR spectra of some of the compounds were fully analyzed by 1D TOCSY and ROESY experiments. The perbenzylated maltosyl and maltotriosyl fluorides 6 and 16 were treated with 2,3,2′, 3′,6′-penta-O-benzyl- 4,6-O-benzylidene- α,α-trehalose (7) using triflic anhydride as a promoter to give all-α-D-linked tetra- and penta-saccharides which were finally deblocked to the free oligosaccharides 4-O-α-maltosyl- 9 and 4-O-α-maltotriosyl-α,α-trehaloses 18. The ¹H NMR spectra of some of the compounds were fully analyzed by 1D TOCSY and ROESY experiments.