Reacción #2300082

Ecuación de reacción

Trifluoroacetic acid

3′-deoxy-5′-O-(4-methoxytrityl)-3′-methyl-2′-O-(2-methoxyethyl)-5-methyluridine

→

title compound

Rendimiento 85.8%

3′-Deoxy-3′-methyl-2′-O-(2-methoxyethyl)-5-methyluridine

Rendimiento 85.8%

Disolventes

chloroform

Condiciones de reacción

Tratamiento posterior

1. 1
   Concentraciónconcentrated
2. 2
   workup.DISSOLUTIONdissolved in ethyl acetate
3. 3
   LavadoThe solution was washed with dilute sodium bicarbonate and brine
4. 4
   SecadoThe organic phase was dried (Na2SO4)
5. 5
   Concentraciónconcentrated
6. 6
   OtroThe resulting residue was purified by flash chromatography on a silica gel column
7. 7
   LavadoElution with 1:1, 1:3

Procedimiento

Trifluoroacetic acid (1.5 mL) was added dropwise to a stirred solution of 3′-deoxy-5′-O-(4-methoxytrityl)-3′-methyl-2′-O-(2-methoxyethyl)-5-methyluridine (370 mg, 0.63 mmol) in 50 mL of chloroform at 0° C. The mixture was stirred at rt for 30 min, concentrated, and then dissolved in ethyl acetate. The solution was washed with dilute sodium bicarbonate and brine. The organic phase was dried (Na2SO4) and concentrated. The resulting residue was purified by flash chromatography on a silica gel column. Elution with 1:1, 1:3 and then 0:1 hexanes-EtOAc provided 170 mg of the title compound as a white foam.

Fuente