Triphenylphosphine → ((R)-1-benzenesulfonyl-aziridin-2-yl)-[4-(2,5-dimethyl-phenyl)-piperazin-1-yl]-methanone

Participants

Reaction Steps

To a solution of (RS)—N-{2-[4-(2,5-dimethyl-phenyl)-piperazin-1-yl]-1-hydroxymethyl-2-oxo-ethyl}-benzenesulfonamide (1.417 g) and triphenylphosphine (0.979 g) in tetrahydrofuran (12 ml) was added diethylazodicarboxylate (DEAD, 0.65 g) at 0° C. After 15 min the ice bath was removed and the mixture was stirred at room temperature for 45 min. The solvent was evaporated and the product was purified by chromatography (SiO2, cyclohexane/ethyl acetate 4:1=>1:1) to give (RS)-(1-benzenesulfonyl-aziridin-2-yl)-[4-(2,5-dimethyl-phenyl)-piperazin-1-yl]-methanone (0.934 g) as a colorless solid.

Provenance & Evidence