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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 11859Erstellt: 24. Oktober 2026

Tryptamine → Nalpha-Fmoc-Ndelta-Cbz-L-ornithine 2-(3-indolyl)ethylamide

https://huagongshe.com/de/reaction/11859

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTryptamineHCID 1150—
Edukt1-HydroxybenzotriazoleHCID 75771—
Edukt1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
EduktFmoc-orn(Z)-OHHCID 14999635—
LösungsmittelDimethylformamideHCID 6228—
ProduktNalpha-Fmoc-Ndelta-Cbz-L-ornithine 2-(3-indolyl)ethylamideHCID 86592267—

Reaktionsschritte

Commercially available Nα-Fmoc-Nδ-Cbz-L-ornithine (528.0 mg) was dissolved in DMF (10.6 ml), and HOBt (235 mg), WSCI hydrochloride (334 mg), and tryptamine (0.165 ml) were added to the solution. The mixture was stirred for 16 hours at room temperature. After the reaction, the solvent was removed by distillation. The residue was dissolved in chloroform and extracted with 1 mol/l aqueous solution of hydrochloric acid. The organic layer was washed with a saturated aqueous solution of sodium bicarbonate. The solvent was removed by distillation and the residue was purified by silica gel column chromatography (50 g, chloroform/ethyl acetate=1/1) to obtain the title compound (690 mg) as a white solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07098215B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-65c497fe5d834364a584b9d25bebadc4
Quellennotizuspto-grants-2006_08