Sodium Thiosulfate → HCID 42637935, compound

Participants

Reaction Conditions

Reaction Steps

A solution of the compound of Example 1 (6.0 g, 8.32 mmol), dibenzyl diethylphosphoramidite (3.96 g), and 1H-tetrazole (2.63 g) in THF (100 mL) was stirred at room temperature for 4 hours. The mixture was cooled to −45° C., followed by dropwise addition of a solution of m-chlorperbenzoic acid (7.2 g) in dichloromethane (100 mL). The mixture was warmed to room temperature and stirred for 1 hour. A 10% solution of Na2S2O3 (100 mL) was added and the mixture was stirred for 30 minutes. The reaction mixture was extracted with ethyl acetate and washed with 10% Na2S2O3 and saturated NaHCO3. The organic phase was dried over MgSO4, filtered and evaporated. The residue was chromatographed on silica gel, eluting with 2% methanol in dichloromethane containing 0.05% NH4OH, to give the title compound (6.2 g, 76% yield).

Provenance & Evidence