Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 342627Erstellt: 26. Oktober 2026

Aniline → N-phenyl-2(S)-(tert-butoxycarbonylamino)-3-phenylpropanamine

https://huagongshe.com/reaction/342627

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAnilineHCID 6115—
EduktSodium triacetoxyborohydrideHCID 5049666—
Edukttert-butyl N-[(2S)-1-oxo-3-phenylpropan-2-yl]carbamateHCID 6998013—
Lösungsmittel1,1-DichloroethaneHCID 6365—
ProduktN-phenyl-2(S)-(tert-butoxycarbonylamino)-3-phenylpropanamineHCID 10568153—

Reaktionsschritte

Aniline (3.00 mL, 32.9 mmol) was dissolved in dichloroethane under nitrogen. The product from Step B was added (7.0 g, 29.91) and the reaction stirred for 1 h at room temperature. Sodium triacetoxyborohydride (9.51 g, 44.86 mmol) was added, and the pH adjusted to 5. The reaction was stirred overnight, then quenched with saturated sodium bicarbonate solution. The aqueous layer was removed, the organic phase washed with saturated brine and dried over magnesium sulfate. The title compound was obtained after chromatography on silica get with 8% ethyl acetate in hexane.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05859012
Quelldatensatzuspto-grants-1999_01
ORD IDord-f57ec193bbda4bb2aa202df914e8578b
Quellennotizuspto-grants-1999_01