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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2201045Erstellt: 24. Oktober 2026

1,2-Dichloroethane → (R)-Benzyl (1-amino-1-oxo-3-phenylpropan-2-yl)carbamate

https://huagongshe.com/de/reaction/2201045

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,2-DichloroethaneHCID 11—
EduktAmmonium HydroxideHCID 14923—
EduktN-(Benzyloxycarbonyl)-D-phenylalanineHCID 675678—
Edukt1-Hydroxybenzotriazole hydrateHCID 2796029—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelEthyl AcetateHCID 8857—
Produkt(R)-Benzyl (1-amino-1-oxo-3-phenylpropan-2-yl)carbamateHCID 6807730791,3%

Reaktionsschritte

To a solution of N-Cbz-D-phenylalanine (1.00 g, 3.34 mmol) and HOBt hydrate (0.614 g, 4.01 mmol) in DMF (9 mL), EDC (0.834 g, 4.34 mmol) was added. The mixture was stirred for 40 min. Then conc. NH4OH (1.00 mL, ˜14 mmol) was added. It was stirred for 72 h. Water and EtOAc were added. The organic phase was separated, washed with 5% NaHCO3, dried over Na2SO4, concentrated in vacuo to give (R)-benzyl 1-amino-1-oxo-3-phenylpropan-2-ylcarbamate as a solid (0.910 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09359375B2
Quelldatensatzuspto-grants-2016_06
ORD IDord-4d2e2998707c488986807568655e45c3
Quellennotizuspto-grants-2016_06