Hydrochloric Acid → HCID 58786126, compound

Participants

Reaction Steps

Sodium methoxide (16 mg) was added to a solution of (2S,3S,4R,5R,6R)-2-[3-[(1-acetylazulen-2-yl)methyl]phenyl]-6-[(acetyloxy)methyl]tetrahydro-2H-pyran-3,4,5-triyl triacetate (0.09 g) in THF-methanol (ratio: 1:1, 6.0 ml) at 0° C. and the mixture was stirred for two hours. After neutralizing with a cation exchange resin, the reaction mixture was added to 10% aqueous solution of hydrochloric acid under cooling with ice. After filtration, the filtrate was concentrated. The residue was purified by silica gel column chromatography (chloroform-methanol) to obtain 1-(2-[3-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]benzyl]azulen-1-yl)ethanone (0.06 g).

Provenance & Evidence