2,4-Bis-benzyloxy-6-(3-[1,3]dioxolan-2-yl-5-methyl-phenoxy)-5-isopropyl-pyrimidine → 6-(3-[1,3]Dioxolan-2-yl-5-methyl-phenoxy)-5-isopropyl-1H-pyrimidine-2,4-dione

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Reaction Steps

2,4-Bis-benzyloxy-6-(3-[1,3]dioxolan-2-yl-5-methyl-phenoxy)-5-isopropyl-pyrimidine (1.56 g, 3.04 mmol) in anhydrous THF (20 ml) was stirred in the presence of 10% palladium on carbon (58 mg) under an atmosphere of hydrogen. After 3 hr., the mixture was filtered through a celite pad and the pad was washed with methanol. The combined filtrate was evaporated in vacuo and the residue was purified by silica gel column chromatography (eluent, EA:hexanes (4:1)) to afford 889 mg (89%) of a white solid. m.p. 201-203° C.; 1H NMR (200 MHz, CDCl3) δ 1.20 (6H, d, J=7.2 Hz), 2.37 (3H, s), 3.09 (1H, m), 4.02-4.15 (4H, m), 5.73 (1H, s), 6.80 (1H, s), 6.99 (1H, s), 7.16 (1H, s), 8.80 (1H, s), 9.19 (1H, s); m/z (LC/Mass, EI) 333 (M+H+).

Provenance & Evidence