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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1174027Erstellt: 27. Oktober 2026

1-Hydroxybenzotriazole → t-Butyl[4-(5-cyano-2-propylaminophenylcarbamoyl)butyl]carbamate

https://huagongshe.com/reaction/1174027

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1-HydroxybenzotriazoleHCID 75771—
Edukt5-(((Tert-butoxy)carbonyl)amino)pentanoic acidHCID 545848—
Edukt1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Edukt3-Amino-4-(propylamino)benzonitrileHCID 22380299—
LösungsmittelChloroformHCID 6212—
Produktt-Butyl[4-(5-cyano-2-propylaminophenylcarbamoyl)butyl]carbamateHCID 21084519—

Reaktionsschritte

In chloroform (5.0 ml), 5-t-butoxycarbonylaminovaleric acid (387 mg), WSCI hydrochloride (466 mg), and HOBt (328.3 mg) were dissolved. Then, the solution was stirred at room temperature for 1 hour. A solution (3.0 ml) of 3-amino-4-propylaminobenzonitrile (283 mg) in chloroform was dropped in this solution. Then, the solution was stirred overnight at room temperature. After completion of the reaction, the solvent was distilled off under reduced pressure. The residue was dissolved in chloroform and then washed with a saturated aqueous sodium bicarbonate solution, a saturated aqueous ammonium chloride solution, and saturated saline solution, followed by drying with anhydrous sodium sulfate. After filtration, the solvent was distilled off under reduced pressure and the residue was then purified through silica gel column chromatography (chloroform/ethyl acetate), thereby obtaining the subject compound as a colorless viscous substance.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07833991B2
Quelldatensatzuspto-grants-2010_11
ORD IDord-6daccd2c86ca4c6894103a35f4c4e249
Quellennotizuspto-grants-2010_11