HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Potassium Carbonate → (S)-2-(3-Nitro-benzylamino)-3-phenyl-propionic acid ethyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | Benzene, 1-(bromomethyl)-3-nitro- | HCID 77568 | — |
| Edukt | Ethyl L-phenylalaninate hydrochloride | HCID 165085 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | (S)-2-(3-Nitro-benzylamino)-3-phenyl-propionic acid ethyl ester | HCID 57971682 | 24% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09133104B2 |
| Quelldatensatz | uspto-grants-2015_09 |
| ORD ID | ord-df453dd5a88243c7b8b870ae73c61def |
| Quellennotiz | uspto-grants-2015_09 |