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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 271927Erstellt: 26. 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/271927

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 6752647997,7%

Reaktionsschritte

A solution of benzyl (5S)—N,N-bis(tert-butoxycarbonyl)-5-(2,3-difluorophenyl)-6-nitro-D-norleucinate (15.5 g, 26.8 mmol) and 10% Pd/C (12.0 g) in EtOH (175 mL, SureSeal from Aldrich), was hydrogenated at 55 psi overnight. After 18 h, another 4 g of 10% Pd/C was added and the reaction hydrogenated at 55 psi for another 18 h. The reaction was filtered through Celite with more EtOH and concentrated to afford the title compound (12.0 g). MS 459.2 (M+1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07452903B2
Quelldatensatzuspto-grants-2008_11
ORD IDord-00cd3ba761b647f88afa505db62d86c9
Quellennotizuspto-grants-2008_11