Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 38274Generated: October 26, 2026

Trifluoroacetic acid → (S)-1-Benzyl-3-ethylpiperazine-2,5-dione

https://huagongshe.com/reaction/38274

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantAlpha-Aminobutyric AcidHCID 6657—
ReactantDicyclohexylcarbodiimideHCID 10868—
ReactantN-Benzylglycine ethyl esterHCID 80908—
SolventDichloromethaneHCID 6344—
Product(S)-1-Benzyl-3-ethylpiperazine-2,5-dioneHCID 20598791—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of DCC (5.07 g) in DCM (140 mL) at 0° C. was added N—BOC-L-□-aminobutyric acid (5 g) followed by ethyl JV-benzylglycinate (4.6 mL) dropwise. The resulting solution was stirred at 0° C. for 2 h and RT 1 h, filtered and the concentrated to give an oil. This was dissolved in DCM (100 mL) and TFA (100 ml) and stirred for 1 h. The solution was concentrated under reduced pressure. The residue was stirred in saturated aq NaHCO3 (125 ml) and EtOAc (125 ml) for 6 h. The organics were separated, dried (Na2SO4), and concentrated to give the sub title compound as a white solid. (5.68 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08524715B2
Source datasetuspto-grants-2013_09
ORD IDord-1ac27f39dc7c470f9810920706515d93
Source noteuspto-grants-2013_09