Polyphosphoric acid and ethyl polyphosphate were newly applied as catalyst to the syntheses of
O-glycosides, glycosylamines and purine nucleosides in good yields by fusion reaction of fully acetylated sugars with some aglycons. The isolated ones were the acetylated phenyl
0-glycosides of β-D-glucofuranurono-6, 3-lactone in 82% yield, of methyl α, β-D-galactopyranuronate in 83% yield, of β-D-glucopyranose in 76% yield, of α-cellobiose in 25%, yield and of α-L-rhamnopyranose in 55% yield,
p-cresyl 2, 3, 4, 6-tetra-
0-acetyl-β-D-glucopyranoside in 70% yield, the acetyl derivatives of
N-p-tolyl β-,
N-phenyl α-,
N-2-naphthyl α- and
N-
m-nitrophenyl α-D-glucopyranosylamines in the yields of 70, 55, 81 and 12%, respectively,
N-7-(2', 3', 4', 6'-tetra-
O-acetyl-β-D-glucopyranosyl) theophylline in 83% yield,
N-7-β-D-glycosyl theophylline of D-glucopyranose, of D-xylopyranose and of D-ribopyra-nose in the yields of 63, 43 and 35%, respectively, and
N-9-(2', 3', 4', 6'-tetra-
O-acetyl-β-D-glucopyra-nosyl)-6-benzamidopurine in 25% yield. The anomeric configuration of the produced glycosides was discussed in relation to the dissociation constants of aglycons.
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