Dihydroxyacetone dimer → 2-Amino-6-hydroxymethyl-4-[4-(2,2,2-trifluoro-acetylamino-methyl)-benzyloxy]-pteridine

Participants

Reaction Conditions

Reaction Steps

Pyrimidine 61 (Example 43, 5.0 g, 14.1 mmol) is dissolved in dimethylacetamide/water (1:1) with sodium ascorbate (2.85 g, 14.4 mmol). Dihydroxyacetone dimer (2.57 g, 14.3 mmol) is added and the reaction mixture is heated to 40° C. while air is bubbled into the reaction mixture. After 4 h the reaction mixture is poured into 250 mL of H2O, and the formed solid collected by filtration. This solid is redissolved in CH2Cl2/MeOH (3:1, 500 mL), and dried over MgSO4. The crude product is adsorbed on SiO2 and purified by flash column chromatography using CH2Cl2/MeOH (20:1).

Provenance & Evidence