Antiviral activity possessed compound and preparation method thereof
A compound and composition technology, applied in the field of new antiviral compounds and their preparation, can solve the problems of cumbersome, long synthesis steps, harsh synthesis conditions, etc. The effect of viral activity
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[0047] Example 1 Preparation of [1S-(1α, 2α, 3β, 5α)-2-hydroxymethyl]-6-oxabicyclo[3.1.0]hexan-3-ol (compound 3):
[0048] Dissolve 16 g (67.8 mmol) of [1S-(1α, 2α, 3β, 5α)-2-[(benzyloxy)methyl]-6-oxabicyclo[3.1.0]hexan-3-ol Add 0.5 g of 10% palladium on carbon to 100 ml of tetrahydrofuran, and perform catalytic hydrogenation at room temperature for 8 hours. The catalyst was filtered off, and the solvent was evaporated under reduced pressure to obtain 9.8 g of pure compound 3.
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[0049] Example 2 Preparation of compound 4:
[0050] Dissolve 9.5 g of [1S-(1α, 2α, 3β, 5α)-2-hydroxymethyl]-6-oxabicyclo[3.1.0]hexan-3-ol in 100ml of anhydrous acetone, and then add 2 , 10ml of 2-dimethoxypropane and a catalytic amount of p-toluenesulfonic acid. Stir at room temperature for 24 hours. The solvent was evaporated under reduced pressure, then dissolved in 100ml of dichloromethane, washed with saturated sodium bicarbonate (20ml×2), saturated brine (20ml×2), and dried over anhydrous sodium sulfate to obtain 11g of pure compound 4.
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[0051] Example 3 6-[2-[[(4-methoxyphenyl)diphenylmethyl]amino]-6-benzyloxy-9H-purin-9-yl]-2,2-di Preparation of methylhexahydro-cyclopentyl[1,3]dioxan-5-ol (compound 5):
[0052] Under nitrogen protection, combine [2-[[(4-methoxyphenyl)diphenylmethyl]amino]-6-benzyloxy-9H-purine 36.5g and sodium hydride (60%) 2.85g Dissolved in DMF200ml. Stir at room temperature for 2 hours. Then, a solution of 10 g of compound 4 in 20 ml of DMF was added, the temperature was increased to 120° C., and the mixture was stirred for 10 hours. It was concentrated under reduced pressure, and the residue was chromatographed on a silica gel column and eluted with petroleum ether-ethyl acetate (2:1) to obtain 29.3 g of pure compound 5.
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