Ethyl Acetate → HCID 86750461, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (2R,4S)-1-allyloxycarbonyl-2-carbamoylmethyl-4-(triphenylmethylthio) pyrrolidine (255 mg) in ethylene glycol dimethyl ether (5 ml) was added Lawesson's reagent (106 mg). After stirring at 50° C. for 4 hours, the solution was poured into a mixture of ethyl acetate and water, and adjusted to pH 7.0 with aqueous sodium hydrogen carbonate solution. The separated organic layer was washed with aqueous sodium chloride solution, dried over magnesium sulfate and evaporated. The residue was subjected to column chromatography on silica gel (eluent; n-hexane:ethyl acetate=2:1) to give (2R,4S)-1-allyloxycarbonyl-2-thiocarbamoylmethyl-4-(triphenyl-methylthio) pyrrolidine (130 mg).

Provenance & Evidence