Tin tetrachloride → Benzoic acid 2-(5-amino-7-oxo-6,7-dihydro-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)-5-[2-(diethoxy-phosphoryl)-vinyl]-tetrahydro-furan-3-yl ester

Beteiligte Stoffe

Reaktionsschritte

8-Azaguanine was persilylated first using the procedure described for the preparation of compound 9.9. Compound 9.8 (490 mg, 1.03 mmol) was dissolved in 20 mL anhydrous CH3CN, and treated with 10 mL CH3CN solution of persilylated 8-azaguanine base (392.9 mg, 1.03 mmol), followed by addition of SnCl4 (1M solution in CH2Cl2) (3 mL, 3 mmol). The mixture was stirred at r.t. for 24 h, cooled with ice-water and NaHCO3, filtered, and concentrated down under reduced pressure. The residue was subjected to a silica gel column eluting with 10% EtOH in EtOAc to give compound 10.1 (430 mg, 83% yield).

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