2-Azido-9-(2-hydroxyethoxymethyl)adenine → 2,6-Diamino-9-(2-hydroxyethoxymethyl)purine

HRID 2285546Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2285546
[N:1]([C:4]1[N:12]=[C:11]2[C:7]([N:8]=[CH:9][N:10]2[CH2:13][O:14][CH2:15][CH2:16][OH:17])=[C:6]([NH2:18])[N:5]=1)=[N+]=[N-]>[Pd].C(O)C>[NH2:1][C:4]1[N:12]=[C:11]2[C:7]([N:8]=[CH:9][N:10]2[CH2:13][O:14][CH2:15][CH2:16][OH:17])=[C:6]([NH2:18])[N:5]=1

Komponenten

4

Edukt 1

HCID 205176782-Azido-9-(2-hydroxyethoxymethyl)adenine

Produkt 1

HCID 945882,6-Diamino-9-(2-hydroxyethoxymethyl)purine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 2-azido-9-(2-hydroxyethoxymethyl)adenine (0.41 g) and 10% palladium on charcoal (80 mg) in ethanol (41 ml) was shaken under hydrogen at 50 psi for 3.5 hours. The catalyst was removed by filtration through a celite pad and washed thoroughly with ethanol and water. The solvent was removed by evaporation under reduced pressure giving a quantitative yield (0.37 g) of nearly pure (one spot on TLC) 2-amino-9-(2-hydroxyethoxymethyl)adenine, m.p. 183°-184° C. after recrystallization from n-propanol.

Aufarbeitung

  1. customThe catalyst was removed by filtration through a celite pad
  2. washwashed thoroughly with ethanol and water
  3. customThe solvent was removed by evaporation under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-4f1bcac1f63f4fb38b92fc00149c8dd4
Quelldatensatz
uspto-grants-1982_04
Patentnummer
US04323573

Notizen zur Reaktion

Wird geladen…