Sodium Thiosulfate → HCID 10509052, compound

Participants

Reaction Steps

To a solution of the objective compound (448 mg, 0.623 mmol) of Step (2) in DMSO (5 mL) was added Dess-Martin periodinane (446 mg, 1.05 mmol) and the mixture was stirred at room temperature for 1.5 hours. To the reaction mixture was added a saturated aqueous sodium hydrogencarbonate solution (5 mL) containing sodium thiosulfate in a concentration of 0.22 g/mL, and the mixture was stirred at room temperature and extracted with ethyl acetate. The insoluble material in the extract was collected by filtration and the filtrate was washed successively with a saturated aqueous sodium hydrogencarbonate solution and saturated brine, dried over magnesium sulfate and concentrated under reduced pressure. The residue and the insoluble material obtained earlier were combined, and separated and purified by silica gel column chromatography (50:1 chloroform:methanol) to give the title compound as pale-yellow crystals (268 mg, 60%).

Provenance & Evidence