Cyclo(-Gly-Phe) → (S)-2-Benzylpiperazine

Participants

Reaction Conditions

Reaction Steps

2.3 g of 3-(S)-benzyl-piperazine-2,5-dione were suspended in anhydrous THF under nitrogen and cooled in an ice-bath. 4 equiv. of lithium aluminium hydride were added. The reaction was stirred at 0° C. for 0.5 h, then heated to reflux overnight. The reaction was quenched by the subsequent addition of 1 mL/gLiAlH4 of water, 1 mL/gLiAlH4 of 5% aqueous sodium hydroxide solution and 3 mL/gLiAlH4 of water. The resulting solid were separated by filtration through Celite and rinsed with ethyl acetate. The filtrate was concentrated in vacuo to afford 1.6 g of 2-(S)-benzylpiperazine as yellow oil. ES MS (+) m/z 177

Provenance & Evidence