Hydrochloric Acid → HCID 57160385, compound

Participants

Reaction Steps

To a stirred solution of (2S,3R)-1-(N-allyloxycarbonyl-N-methylamino)-2-allyloxycarbonylaminomethyl-3-t-butyldimethylsilyloxybutane (28.18 g) in ethyl acetate (500 ml) was added hydrochloric acid (6N, 17 ml), and the resulting mixture was stirred at ambient temperature for 2 hours. The reaction mixture was washed in turn with cold water, aqueous sodium hydrogen carbonate, and brine, and dried over magnesium sulfate. Evaporation of the solvent gave a residue which was chromatographed on silica gel (500 ml) eluting with a mixture of n-hexane and ethyl acetate (9:1-6:4, V/V) to give (2S,3R)-2-(N-allyloxycarbonyl-N-methylaminomethyl)-1-allyloxycarbonylamino-3-hydroxybutane (20.11 g).

Provenance & Evidence