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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 525037Erstellt: 24. Oktober 2026

Ethanamine, 2,2,2-trifluoro- → (S)-tert-Butyl 1-oxo-1-(2-(2,2,2-trifluoroethylcarbamoyl)-1H-pyrrol-1-ylamino)propan-2-ylcarbamate

https://huagongshe.com/de/reaction/525037

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthanamine, 2,2,2-trifluoro-HCID 9773—
EduktDisodium 2,3-dihydroxybutanedioateHCID 13355—
EduktTrimethylaluminumHCID 16682925—
Edukt(S)-methyl 1-(2-(tert-butoxycarbonylamino)propanamido)-1H-pyrrole-2-carboxylateHCID 86722033—
LösungsmittelWaterHCID 962—
LösungsmittelTolueneHCID 1140—
Produkt(S)-tert-Butyl 1-oxo-1-(2-(2,2,2-trifluoroethylcarbamoyl)-1H-pyrrol-1-ylamino)propan-2-ylcarbamateHCID 86722056—

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

2,2,2-Trifluoroethanamine (680 microl, 8.66 mmols) was added to a solution of (S)-methyl 1-(2-(tert-butoxycarbonylamino)propanamido)-1H-pyrrole-2-carboxylate (900 mg, 2.89 mmols) in toluene (36 ml). A 2M solution of trimethyl aluminium in toluene (7 ml, 14.00 mmols) was added and it was stirred at 80° C. overnight. Water (50 ml) and a 0.5M solution of sodium tartrate (25 ml) were added. It was extracted with ethylacetate. The combined organic layers were washed with water and brine. It was dried, filtered and concentrated in vacuum. The title compound was obtained (1.021 g, 93%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09340547B2
Quelldatensatzuspto-grants-2016_05
ORD IDord-d4d0282b25874c5bb4f22d150445dae7
Quellennotizuspto-grants-2016_05