1,3-Propanedithiol → 2-Fluoroadenine

HRID 1646670

Reaktionsgleichung

Reaktionsgleichung von HRID 1646670
C(N(CC)CC)C.[N:8]([C:11]1[N:19]=[C:18]([F:20])[N:17]=[C:16]2[C:12]=1[NH:13][CH:14]=[N:15]2)=[N+]=[N-].C(S)CCS>CO>[F:20][C:18]1[N:17]=[C:16]2[C:12]([NH:13][CH:14]=[N:15]2)=[C:11]([NH2:8])[N:19]=1

Komponenten

5

Edukt 3

HCID 80131,3-PropanedithiolHCID 8471TriethylamineHCID 198012676-azido-2-fluoro-7H-purine

Produkt 1

HCID 127902-FluoroadenineAusbeute 92,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

Triethylamine (0.40 mL) was added via syringe to a solution of 6-azido-2-fluoropurine (0.256 g) and 1,3-propanedithiol (0.29 mL) in methanol (13.5 mL). After 15 minutes the reaction was complete as judged by TLC and a white precipitate had formed. The precipitate was collected by filtration and washed with two 10 mL portions of methanol and then dried to obtain 0.203 g of 2-fluoroadenine, mp>300° C. This material was identical to an authentic sample by TLC, NMR and IR.

Aufarbeitung

  1. customa white precipitate had formed
  2. filtrationThe precipitate was collected by filtration
  3. washwashed with two 10 mL portions of methanol
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-d089e88f144d47ecba88e636713cf25d
Quelldatensatz
uspto-grants-1993_01
Patentnummer
US05180824

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