Cesium carbonate → HCID 58786179, compound

Participants

Reaction Conditions

Reaction Steps

(1S)-2,3,4,6-tetra-O-acetyl-1,5-anhydro-1-[4-(bromomethyl)-1-methoxy-2-naphthyl]-D-glucitol (0.62 g) was added to a suspension of methyl 2-(tributylstanyl)azulene-1-carboxylate (0.25 g), tris(dibenzylideneacetone)dipalladium (0) (0.05 g), 2-(dicyclohexylphosphino)biphenyl (0.05 g), potassium fluoride (0.09 g), and cesium carbonate (0.35 g) in 1,4-dioxane (20.0 ml). The mixture was stirred at 60° C. for eight hours and at 85° C. for further 14 hours. Insoluble matters were removed by filtration, the filtrate was evaporated to remove the solvent. The residue was purified by silica gel column chromatography to obtain methyl 2-[(4-methoxy-3-[(2S,3S,4R,5R,6R)-3,4,5-tris(acetyloxy)-6-[(acetyloxy) methyl]tetrahydro-2H-pyran-2-yl]-1-naphthyl)methyl]azulene-1-carboxylate (0.34 g).

Provenance & Evidence