Preparation of partially benzylated mono-, di-, and trisaccharides by selective cleavage of the beta-fructofuranosidic linkage in fully benzylated sucrose and sucrose-related oligosaccharides under acidic conditions.
Several partially benzylated mono-, di-, and trisaccharides having an anomeric hydroxyl group were successfully prepared by selective cleavage of the beta-fructofuranosidic linkage in fully benzylated sucrose and sucrose-related oligosaccharides derived from lactosucrose, raffinose, melezitose, stachyose, and nystose under acidic conditions using 1:10 75% aqueous sulfuric acid-dioxane at room temperature for 1h.
Yamanoi
Takashi
T
The Noguchi Institute, Tokyo, Japan. tyama@noguchi.or.jp
Misawa
Noriko
N
Matsuda
Sho
S
Watanabe
Mikio
M
D001593:Benzyl Compounds / Q000737:chemistry*; D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D004187:Disaccharides / Q000138:chemical synthesis*; D005632:Fructose / Q000737:chemistry*; D006863:Hydrogen-Ion Concentration; D006868:Hydrolysis; D008969:Molecular Sequence Data; D009005:Monosaccharides / Q000138:chemical synthesis*; D010087:Oxides / Q000737:chemistry*; D018030:Silver Compounds / Q000737:chemistry*; D017670:Sodium Compounds / Q000737:chemistry*; D013395:Sucrose / Q000737:chemistry*; D014312:Trisaccharides / Q000138:chemical synthesis* / Q000737:chemistry
D001593:Benzyl Compounds; D004187:Disaccharides; D009005:Monosaccharides; D010087:Oxides; D018030:Silver Compounds; D017670:Sodium Compounds; D014312:Trisaccharides; C524957:sodium hydride; D005632:Fructose; D013395:Sucrose; C040225:disilver oxide; C038682:benzyl bromide