Acetic Acid → Uridine

Participants

Reaction Conditions

Reaction Steps

2,2'-anhydro uridine (1, 75 g, 331.56 mmol) was added to the freshly prepared solution of 15% magnesium methoxide (1218.75 ml, 1.66 mol) in methanol. The mixture was refluxed at 150° C. for five hours. The mixture was cooled down to room temperature and then to 5° C. on ice bath. The pH was adjusted to 7 by using glacial acetic acid. The solution was roto-evaporated to a foam. This solid was refluxed with ethyl alcohol (1500 ml) for two hours. The solid was filtered and filtrate was roto-evaporated to a solid mass. The isolated yield of the compound was 78.75 g (92%). The product was >95% pure by HPLC. The yield after quantitation against uridine was 89%. The structure of the compound was confirmed by 1H-NMR and elemental analysis. Table 1 shows the PMR results of the compounds.

Provenance & Evidence