Triethylamine → 5-Et-ddU

HRID 2119040Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2119040
[CH2:1]([C:3]1[C:4](=[O:18])[NH:5][C:6](=[O:17])[N:7]([CH:16]=1)[C@@H:8]1[O:14][C@H:11]([CH2:12][OH:13])[C@@H:10](I)[CH2:9]1)[CH3:2].C(N(CC)CC)C.[H][H]>CO.[Pd]>[CH2:1]([C:3]1[C:4](=[O:18])[NH:5][C:6](=[O:17])[N:7]([CH:16]=1)[C@@H:8]1[O:14][C@H:11]([CH2:12][OH:13])[CH2:10][CH2:9]1)[CH3:2]

Komponenten

6

Edukt 3

HCID 8471TriethylamineHCID 451824Uridine, 2',3'-dideoxy-5-ethyl-3'-iodo-HCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 4514525-Et-ddUAusbeute 75 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

5-Ethyl-3'-iodo-2',3'-dideoxyuridine (432 mg, 0.87 mmole) is dissolved in methanol (40 ml) and triethylamine (0.5 ml) is added along with 10% Pd/C (200 mg). The mixture is then stirred in an atmosphere of hydrogen at room temperature for 30 min. After filtration of catalyst, the filtrate is evaporated to dryness. Purification of the product was achieved on silica gel plates using chloroform-methanol (20:1) to obtain a solid (150 mg, 75%).

Aufarbeitung

  1. filtrationAfter filtration of catalyst
  2. customthe filtrate is evaporated to dryness
  3. customPurification of the product

Quellen und Nachweise

ORD-Eintrag
ord-4848d14c350f46678b0fe26dcce9dab9
Quelldatensatz
uspto-grants-1987_07
Patentnummer
US04681933

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