Ammonium Chloride → HCID 59132589, compound

Participants

Reaction Conditions

Reaction Steps

Cesium fluoride (315 mg, 2.08 mmol) was added to a solution of 5-((R)-hydroxy((4S,5R)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-N,N,4-trimethyl-2-(1-(triisopropylsilyloxy)vinyl)-1H-imidazole-1-sulfonamide (567 mg, 1.04 mmol) in ethanol (10 ml) and warmed to 65° C. After 1 hour, the reaction was cooled to room temperature and treated with saturated aqueous NH4Cl (1 ml), then concentrated. The crude product was purified by flash chromatography over silica gel (5% methanol:dichloromethane eluent) to provide 2-acetyl-5-((R)-hydroxy((4S,5R)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-N,N,4-trimethyl-1H-imidazole-1-sulfonamide (380 mg, 94% yield) as a white foam: M+1=392.1.

Provenance & Evidence