Imidazole → HCID 18953728, compound

Participants

Reaction Steps

A solution of 10 g (0.0448 mole) of 4-hydroxy-3-(3-hydroxyprop-1-yl)-2-(3-pyridyl)tetrahydrofuran hydrochloride, 7.68 g (0.048 mole) of t-butyldimethylsilyl chloride and 6.86 g (0.0977 mole) of imidazole in 105.8 ml of dimethylformamide is stirred at room temperature for 15 h and evaporated. The residue is triturated with ethyl acetate and washed with water and brine, dried (MgSO4) and evaporated. The residue is purified by flash chromatography using methylene chloride-ethyl acetate-methanol (20:4:1) to give 3-(3-t-butyldimethylsilyloxyprop-1-yl)-4-hydroxy-2-(3-pyridyl)tetrahydrofuran as an oil.

Provenance & Evidence