Methanesulfonyl chloride → HCID 86759216, compound

Participants

Reaction Steps

A solution of 4-benzyl-5-(3-ethoxycarbonyl-2-hydroxy-propyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (50.68 g) in pyridine (380 ml) was stirred at 15° C. under an atmosphere of nitrogen during the dropwise addition of methanesulfonyl chloride (18.4 ml). The reaction mixture was then allowed to warm to ambient temperature and stirred for a further 2 hours and evaporated. The residue was dissolved in diethyl ether, washed sequentially with 2M aqueous hydrochloric acid (500 ml and 250 ml), water, 5% aqueous sodium bicarbonate solution, water and saturated aqueous sodium chloride solution, dried (anhydrous magnesium sulfate) and evaporated to afford 4-benzyl-5-(3-ethoxycarbonyl-2-methanesulfonyloxy-propyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (64 g) as a pale yellow gum Mass spectrum 500 [M+H]+.

Provenance & Evidence