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ChemicalBook CAS DataBase List 2',3'-Isopropylidene Ribavirin

2',3'-Isopropylidene Ribavirin synthesis

6synthesis methods
-

Yield:52663-90-8 99%

Reaction Conditions:

with toluene-4-sulfonic acid in acetone at 60; for 3 h;Concentration;Temperature;

Steps:

1C Synthesis of 1 -(2’,3’-Di-O-isopropylidene-(3-D-ribo- thranosyl)-1 ,2,4-triazole-3-carboxamide 5

Synthesis of 1 -(2’,3’-Di-O-isopropylidene-(3-D-ribo- thranosyl)-1 ,2,4-triazole-3-carboxamide 5 Run 2, a suspension ofribavirin (1.05 g, 4.3 mmol), p-toluenesulfonic acid monohydrate (“p-TsOH”) (138 mg, 0.71 mmol) and 2,2-dimethoxypropane (1.0 mE, 7.99 mmol) in acetone (15 mE) was heated at 60° C. for three hours. The mixture was cooled to room temperature, and then 5% aqueous sodium bicarbonate (1 mE) was added to quench the reaction mixture. The precipitate was removed and the filtrate was collected and concentrated. The residue was purified by flash column chromatography on silica using MeOH/DCM (0-10%) to afford the product (1.21 g, 99% yield) as a white solid.

References:

US9149538,2015,B2 Location in patent:Page/Page column 30; 31; 32