反应详情

(2,3,4-Tri-O-acetyl)-L-fucopyranose (13.1 g) is dissolved in methylene chloride (100 ml), and thereto is added with stirring DAST (10.9 g) under ice-cooling, and the mixture is stirred for 4 hours under ice-cooling. The reaction mixture is poured into ice-water (200 g), and the mixture is separated. The organic layer is dried, and concentrated under reduced pressure. The resulting residue is purified by silica gel column chromatography (n-hexane:ethyl acetate=1:4→1:2) to give (2,3,4-tri-O-acetyl)-L-fucopyranosyl fluoride (10.6 g) in the form of a mixture of α-anomer and β-anomer.

1. temperaturecooling
2. temperaturecooling
3. customthe mixture is separated
4. customThe organic layer is dried
5. concentrationconcentrated under reduced pressure
6. customThe resulting residue is purified by silica gel column chromatography (n-hexane:ethyl acetate=1:4→1:2)