反应详情

To a mixture of 1-O-acetyl-2,3,5-tri-O-benzoyl-β-L-ribofuranose (1 mol) and pyrimidine base (1 mol) in anhydrous MeCN are successively added HMDS (1 mol), ClSiMe3 (0.8 mol) and SnCl4 (1.2 mol). The resulting clear solution is refluxed for 1 hour when TLC indicates completion of the reaction. The solvent is evaporated and the residue dissolved in EtOAc, washed with NaHCO3 and H2O. The EtOAc layer is dried, filtered and evaporated to give the crude product, which is either crystallized or purified on a silica gel column to obtain the pure 2,3,5-tri-O-benzoyl-β-L-ribofuranosyl pyrimidine compounds. These compounds are stirred with NH3 /MeOH to give pure β-L-ribofuranosyl pyrimidines after purification and crystallization.

1. temperatureThe resulting clear solution is refluxed for 1 hour when TLC
2. customcompletion of the reaction
3. customThe solvent is evaporated
4. dissolutionthe residue dissolved in EtOAc
5. washwashed with NaHCO3 and H2O
6. dry with materialThe EtOAc layer is dried
7. filtrationfiltered
8. customevaporated
9. customto give the crude product, which
10. customeither crystallized
11. custompurified on a silica gel column