HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
benzyl (5S)-N,N-bis(tert-butoxycarbonyl)-5-(2,3-difluorophenyl)-6-nitro-D-norleucinate → (5S)-N2,N2-Bis(tert-butoxycarbonyl)-5-(2,3-difluorophenyl)-D-lysine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | benzyl (5S)-N,N-bis(tert-butoxycarbonyl)-5-(2,3-difluorophenyl)-6-nitro-D-norleucinate | HCID 25034375 | — |
| Katalysator | Palladium | HCID 23938 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Produkt | (5S)-N2,N2-Bis(tert-butoxycarbonyl)-5-(2,3-difluorophenyl)-D-lysine | HCID 67526479 | — |
Reaktionsschritte
A mixture of benzyl (5S)—N2,N2-bis(tert-butoxycarbonyl)-5-(2,3-difluorophenyl)-6-nitro-D-norleucinate from Step C (15.5 g, 26.8 mmol) and 10% Pd/C (12.0 g) in EtOH (175 mL), was hydrogenated at 55 psi for 18 h. An additional portion of 10% Pd/C (4.0 g) was added and the reaction mixture was hydrogenated at 55 psi for a further 18 h. The reaction mixture was filtered through Celite, washing with EtOH, and the filtrate was concentrated in vacuo to afford the title compound. MS: m/z=459 (M+1).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07390798B2 |
| Quelldatensatz | uspto-grants-2008_06 |
| ORD ID | ord-511bfca82ab94a3c96737d18975c786b |
| Quellennotiz | uspto-grants-2008_06 |