反应详情

4′-C-(1,1′-diphenylmethylaminomethyl)-2′-deoxyuridine (12) (0.056 g, 0.13 mmol) was treated with cyclohexene (1 mL), glacial acetic acid 0.5 mL) and 5% palladium on charcoal (0.06 g) in ethanol (5 mL) according to the procedure used for the preparation of compound (4). The crude product was purified by dissolving in water and washing with toluene. The aqueous layer was separated and the solvent removed under vacuum to give the title compound (13) as an amorphous solid (0.034 g, 100%). δH(300 MHz, D2O) 7.64(1H, d, H-6), 6.22(1H, dd, H-1′), 5.72(1H, d, H-5), 4.43(1H, m, H-3′), 3.56(2H, 2d, H-5′), 3.26(1H, d, CH2NH2), 3.05(1H, d, CH2NH2), 2.40(2H, m, H-2′); δC(75.45 MHz, D2O) 166.95, 152.46, 142.67, 103.11, 86.77, 86.43, 73.97, 64.82, 41.59, 39.25; ES +ve m/z 258(M+H)+, 242(M−NH3)+.

1. customThe crude product was purified
2. dissolutionby dissolving in water
3. washwashing with toluene
4. customThe aqueous layer was separated
5. customthe solvent removed under vacuum