HCID 18633461, Verbindung → HCID 15460476, Verbindung

HRID 1085543Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1085543
[N:1]([CH2:4][C@H:5]1[O:9][C@@H:8]([N:10]2[CH:17]=[C:16]([CH2:18][CH3:19])[C:14](=[O:15])[NH:13][C:11]2=[O:12])[C@@H:7]([F:20])[C@@H:6]1[OH:21])=[N+]=[N-]>C(O)C.[Pd]>[NH2:1][CH2:4][C@H:5]1[O:9][C@@H:8]([N:10]2[CH:17]=[C:16]([CH2:18][CH3:19])[C:14](=[O:15])[NH:13][C:11]2=[O:12])[C@@H:7]([F:20])[C@@H:6]1[OH:21]

Komponenten

4

Edukt 1

HCID 18633461HCID 18633461, Verbindung

Produkt 1

HCID 15460476HCID 15460476, VerbindungAusbeute 82,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of 0.4 g of 1-(5-azido-2,5-dideoxy-2-fluoro-β-D-arabinofuranosyl)-5-ethyluracil in 20 ml of ethanol was hydrogenated at room temperature and under atmospheric pressure in the presence of 0.1 g of 10% palladium-on-carbon catalyst for 24 hours. The catalyst was removed by filtration and the filtrate was evaporated. The residue was triturated with diethyl ether and the solid was removed by filtration, washed with ethyl acetate and dried in vacuo to give 0.3 g of 1-(5-amino-2,5-dideoxy-2-fluoro-β-D-arabinofuranosyl)-5-ethyluracil as a white solid.

Aufarbeitung

  1. customThe catalyst was removed by filtration
  2. customthe filtrate was evaporated
  3. customThe residue was triturated with diethyl ether
  4. customthe solid was removed by filtration
  5. washwashed with ethyl acetate
  6. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-35c0da437f424a28ad8a810e73e32852
Quelldatensatz
uspto-grants-1991_04
Patentnummer
US05010060

Notizen zur Reaktion

Wird geladen…