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

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%.

1. custom(for hydrolysis reaction)
2. customThe resulting reaction solution
3. concentrationwas concentrated
4. customthe syrup so obtained
5. additionThe solution was neutralized with addition of ion-exchange resin, Dowex 1×2(OH- form) (100-200 mesh) (apparently 800 ml),
6. filtrationthen filtered
7. concentrationthe filtrate was concentrated

ORD record

ord-fd7a17eb79ff489f87420beac14f3859

Source dataset

uspto-grants-1999_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05886167