Triethylamine → (3R,4S)-4-[(Methylsulfonyl)oxy]tetrahydro-3-furanyl methanesulfonate

Participants

Reaction Steps

Triethylamine (12.0 mL) and methanesulfonyl chloride (3.6 mL) were sequentially added dropwise to a solution of 1,4-anhydroerythritol (5.0 g) in methylene chloride (50 mL) under ice cooling, followed by stirring for 10 minutes under ice cooling. The reaction mixture was diluted with methylene chloride, and the diluted mixture was washed with 10% aqueous HCl, saturated aqueous sodium hydrogencarbonate, and saturated brine. The organic layer was dried over sodium sulfate anhydrate, and the solvent was distilled away under reduced pressure, to thereby give the title compound (9.2 g).

Provenance & Evidence