Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 327037Erstellt: 25. Oktober 2026

Dimethylformamide → beta-[[[[4-Cyanophenyl]butyl]amino]carbonyl]aminobenzenepropanoic acid

https://huagongshe.com/reaction/327037

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
EduktTriethylamineHCID 8471—
EduktIsocyanateHCID 105034—
Edukt(3R)-3-amino-3-phenylpropanoic acidHCID 686703—
Produktbeta-[[[[4-Cyanophenyl]butyl]amino]carbonyl]aminobenzenepropanoic acidHCID 54501418—

Reaktionsbedingungen

Temperatur23 °C

Reaktionsschritte

A solution of the isocyanate (6) (4.74 mmol), triethylamine (0.479 g, 4.74 mmol), β-phenylalanine (1.17 g, 7.11 mmol), and anhydrous DMF (10 mL) was warmed to 120° C. for 20 hours. After cooling to 23° C., the reaction mixture was concentrated on the rotovap, diluted with ethyl acetate (400 mL), washed with KHSO4 (1 N, 2×100mL), washed with brine (1×100 mL), and dried (Na2SO4). After concentration in vacuo. The urea was purified by flash chromatography (step gradient ethyl acetate with 1% acetic acid to ethyl acetate with 10% methanol and 1% acetic acid) to afford I.49 g (86%) of(7).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05272162
Quelldatensatzuspto-grants-1993_12
ORD IDord-780e62f119894437aae1fdaf0575cff7
Quellennotizuspto-grants-1993_12