Tetrahydrofuran → HCID 73239169, compound

Participants

Reaction Steps

48 mg (0.08 mmol) of (2S,3S,4R,5R)-3,4-bis(tert-butyldimethylsilanyloxy)-5-(2-chloro-6-methylaminopurin-9-yl)-tetrahydrothiophene-2-carboxylic acid methyl amide were dissolved in anhydrous tetrahydrofuran to which 0.22 mL (0.22 mmol, 1M tetrahydrofuran solution) of tetrabutylammonium fluoride was added. The reaction mixture was stirred at ambient temperature for 1 h. The reaction mixture was distilled under reduced pressure and the concentrate was purified by silica gel column chromatography using the eluant (dichloromethane:methanol=6:1) to obtain 19 mg (yield: 65%) of (2S,3S,4R,5R)-5-(2-chloro-6-methylaminopurin-9-yl-3,4-dihydroxytetrahydrothiophene-2-carboxylic acid methyl amide as white solids (see Table 3).

Provenance & Evidence