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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 38274Erstellt: 23. Oktober 2026

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

https://huagongshe.com/de/reaction/38274

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTrifluoroacetic acidHCID 6422—
EduktAlpha-Aminobutyric AcidHCID 6657—
EduktDicyclohexylcarbodiimideHCID 10868—
EduktN-Benzylglycine ethyl esterHCID 80908—
LösungsmittelDichloromethaneHCID 6344—
Produkt(S)-1-Benzyl-3-ethylpiperazine-2,5-dioneHCID 20598791—

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

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).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08524715B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-1ac27f39dc7c470f9810920706515d93
Quellennotizuspto-grants-2013_09