Trifluoroacetic acid → (3S)-3-(tetrahydro-2H-pyran-4-ylmethyl)-2,5-piperazinedione

Participants

Reaction Steps

A 250-mL round-bottomed flask was charged with methyl N-(tert-butoxycarbonyl)-3-(tetrahydro-2H-pyran-4-yl)-L-alanylglycinate (3.00 g, 8.71 mmol), 10 mL of CH2Cl2, and 5 mL of TFA. After 10 min at room temperature, the mixture was concentrated then dissolved in 2N NH3 in MeOH (20 mL) and stirred at room temperature for 4 h. The reaction was then concentrated and triturated with ether to give (3S)-3-(tetrahydro-2H-pyran-4-ylmethyl)-2,5-piperazinedione (1.44 g) as a white solid.

Provenance & Evidence