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HRID 20135Erstellt: 24. 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/de/reaction/20135

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
PatentnummerUS07745427B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-2a5958c51f8543db82c88e7d348b27c9
Quellennotizuspto-grants-2010_06