Reaktion #1005012

Reaktionsgleichung

1-(2,3,5-Tri-O-acetyl-β -D-ribofuranosyl)-1,2,3-triazole-4-thiocarboxamide

sodium methoxide

→

12

Ausbeute 82.0%

1-β-D-Ribofuranosyl-1,2,3-triazole-4-thiocarboxamide

Ausbeute 82.0%

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationAfter neutralization of the solution with Amberlite IRC 50, the solution was filtered
2. 2
   Sonstigethe filtrate was evaporated to dryness
3. 3
   SonstigeThe product was crystallized from ethanol

Vorschrift

1-(2,3,5-Tri-O-acetyl-β -D-ribofuranosyl)-1,2,3-triazole-4-thiocarboxamide (1.0 g) was added to sodium methoxide in methanol (60 mg of sodium in 30 ml of methanol) and the resulting solution was stirred at room temperature for 4 hr. After neutralization of the solution with Amberlite IRC 50, the solution was filtered, and the filtrate was evaporated to dryness. The product was crystallized from ethanol to give 0.55 g (82%) of 12: m.p. 152°-154°; [α]D25 -85.2° (c 1.00, water); nmr (DMSO-d6) δ 6.04 (d, 1, J1',2' 4.8 Hz, 1'--H), 8.90 (s, 1, 5--H).

Quelle