Tetrahydrofuran → HCID 53884145, compound

Participants

Reaction Steps

A solution of 0.35 cm3 of sodium methylate in methanol (3.5 molar) is added to a suspension of 6.5 g of 4-(phenylsulfonyl)phenyl 2,3,4-tri-O-acetyl-1,5-dithio-β-D-xylopyranoside in 150 ml of methanol. The mixture obtained is stirred at room temperature for 1.5 h under nitrogen and 250 cm3 of tetrahydrofuran are then added. A clear solution is obtained, after which Amberlite® IR 120 H+ resin is added to pH 6. The mixture is filtered and the solvents are evaporated off under reduced pressure. After recrystallization from a methanol/water mixture (50/50 v/v), followed by dissolution in an ethanol/water mixture (50/50 v/v) and lyophilization, 3.3 g of the expected product (yield: 67%) are obtained.

Provenance & Evidence