Hydrochloric Acid → HCID 58786212, compound

Participants

Reaction Steps

10% aqueous solution of sodium hydroxide (2 ml) was added to a solution of methyl 2-[2-fluoro-3-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]benzyl]azulene-1-carboxylate (19 mg) in methanol (2 ml). The mixture was refluxed with heating for 2 hours. The reaction mixture was neutralized by adding a 4 M ethyl acetate solution of hydrochloric acid and the solvent was evaporated under reduced pressure. Acetonitrile (5 ml) and a 4 M ethyl acetate solution of hydrochloric acid (1 ml) were added to the resulting residue and the mixture was refluxed with heating for 30 minutes. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform-methanol) to obtain (1S)-1,5-anhydro-1-[3-(azulen-2-ylmethyl)-2-fluorophenyl]-D-glucitol (10 mg).

Provenance & Evidence