Sodium Hydroxide → HCID 57109009, compound

Participants

Reaction Steps

A solution of 2.02 g (0.00416 mole) of (2S,3S,4R)-3-(3-t-butyldimethylsilyloxyprop-1-yl)-4-[(R)-(-)-α-methoxyphenylacetoxy)-2-(3-pyridyl)tetrahydrofuran, 8.32 ml (0.00832 mole) of 1N sodium hydroxide in 20 ml of methanol is stirred at room temperature for 1 h and evaporated. The residue is triturated with water and extracted with ethyl acetate (3×20 ml). The combined extracts are washed with water and brine, dried (MgSO4) and evaporated. The residue is purified by flash chromatography to give (2S,3S,4R)-3-(3-t-butyldimethylsilyloxyprop-1-yl)-4-hydroxy-2-(3-pyridyl)tetrahydrofuran as an oil with [α]D25 =+43.8 (MeOH).

Provenance & Evidence