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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2744Erstellt: 24. Oktober 2026

Triethylamine → (S)-tert-Butyl (2-oxopyrrolidin-3-yl)carbamate

https://huagongshe.com/de/reaction/2744

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
Edukt1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Edukt1-Hydroxybenzotriazole hydrateHCID 2796029—
Edukt(S)-Boc-Diaminobutyric acidHCID 86752309—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt(S)-tert-Butyl (2-oxopyrrolidin-3-yl)carbamateHCID 1075053585,2%

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

(S)-Boc-Diaminobutyric acid (25 g, 115 mmol), triethylamine (35 g, 344 mmol), and 1-hydroxybenzotriazole hydrate (19.3 g, 143 mmol) are dissolved in 300 mL of THF. 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (27.4 g, 143 mmol) is added to the solution. The solution is heated at 60° C. over 15 min. A white precipitate forms and the solution is kept at 60° C. for 4 h. After this time, the solution is filtered and the collected liquid is concentrated. The crude product is purified by column chromatography eluting with a gradient of 1% MeOH/CH2Cl2 to 3% MeOH/CH2Cl2 to afford the title compound (19.6 g, 98 mmol) as a white solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05731315
Quelldatensatzuspto-grants-1998_03
ORD IDord-0a8a7f7391de4560854070e9af7b0eeb
Quellennotizuspto-grants-1998_03