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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2276972Erstellt: 24. Oktober 2026

Potassium Carbonate → (S)-2-(3-Nitro-benzylamino)-3-phenyl-propionic acid ethyl ester

https://huagongshe.com/de/reaction/2276972

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
EduktBenzene, 1-(bromomethyl)-3-nitro-HCID 77568—
EduktEthyl L-phenylalaninate hydrochlorideHCID 165085—
LösungsmittelDimethylformamideHCID 6228—
Produkt(S)-2-(3-Nitro-benzylamino)-3-phenyl-propionic acid ethyl esterHCID 5797168224%

Reaktionsschritte

3-Nitrobenzyl bromide (10.0 g, 46 mmol) was dissolved in DMF (180 ml) and potassium carbonate (12.7 g, 92 mmol) added, followed by L-phenylalanine ethyl ester hydrochloride (10.6 g, 46 mmol). The reaction was stirred for 17 h at room temperature before evaporating to dryness. The residue was re-dissolved in EtOAc (150 ml) and washed with water (3×80 ml), dried (Na2SO4) filtered and concentrated to dryness. After purification by flash column chromatography (30% EtOAc/hexane) the product was obtained (3.7 g, 24% yield). LCMS purity 86%, m/z 329 [M++H]+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09133104B2
Quelldatensatzuspto-grants-2015_09
ORD IDord-df453dd5a88243c7b8b870ae73c61def
Quellennotizuspto-grants-2015_09