Methyl 3-deoxy-3-fluoro-beta-D-allopyranoside → GlyTouCan:G23553KL

Participants

Reaction Steps

Methyl 3-deoxy-3-fluoro-β-D-allopyranoside (24.5 g) [compound (1); this compound is described in "J. Org. Chem.", 48, pp. 4734-4743 (1983) by Peter J. Card et al.] was dissolved in 6M hydrochloric acid (500 ml) and the solution was allowed to stand at 70° C. for 8 hours (for hydrolysis reaction). The resulting reaction solution was concentrated and the syrup so obtained was dissolved in water (400 ml). The solution was neutralized with addition of ion-exchange resin, Dowex 1×2(OH- form) (100-200 mesh) (apparently 800 ml), then filtered and the filtrate was concentrated to afford the titled compound (2) (22.1 g) as a colorless syrup. Yield: 97%.

Provenance & Evidence