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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 133128Erstellt: 25. Oktober 2026

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

https://huagongshe.com/reaction/133128

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Eduktbenzyl (5S)-N,N-bis(tert-butoxycarbonyl)-5-(2,3-difluorophenyl)-6-nitro-D-norleucinateHCID 25034375—
KatalysatorPalladiumHCID 23938—
LösungsmittelEthanolHCID 702—
Produkt(5S)-N2,N2-Bis(tert-butoxycarbonyl)-5-(2,3-difluorophenyl)-D-lysineHCID 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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07390798B2
Quelldatensatzuspto-grants-2008_06
ORD IDord-511bfca82ab94a3c96737d18975c786b
Quellennotizuspto-grants-2008_06