反应详情

2.8 g (4.1 mmol) 3-[4-[1,3-bis(cyclohexylmethyl)-1,2,3,6-tetrahydro-2,6-dioxo-9H-purin-8-yl]phenyl}-2,3-dibromo-propionic acid ethyl ester (part a of this example) was added to 56 mL of 1M potassium t-butoxide in t-butanol (Aldrich) at room temperature. The mixture was stirred at room temperature for 2.5 hours, then 0.10 mL water was added. The solution was stirred for an additional hour then 1 g charcoal was added in 250 mL water. The mixture was stirred for 30 minutes then filtered. The filtrate was acidified with conc. hydrochloric acid (pH=1), then the resulting suspension was stirred for 15 minutes, filtered then washed with 3×50 mL water. The solid was dried under reduced pressure to give 1.63 g (81%) of title compound; 1H-NMR (DMSO-d6)δ: 8.15 (d, J=8.0 Hz, phenyl CH, 2H), 7.73 (d, J=8.0 Hz, phenyl CH, 2H), 3.87 (d, J=6.6 Hz, CH2N, 2H), 3.74 (d, J=6.8 Hz, CH2N, 2H), 1.88 (br s, c-hexyl CH, 1H), 1.4–1.8 (m, c-hexyl CH, CH2, 11H), 0.8–1.2 (m, c-hexyl CH2, 10 H); MS (ES−): 487 (M−1), 443 (M−1−CO2).

1. stirringThe solution was stirred for an additional hour
2. stirringThe mixture was stirred for 30 minutes
3. filtrationthen filtered
4. stirringthe resulting suspension was stirred for 15 minutes
5. filtrationfiltered
6. washthen washed with 3×50 mL water
7. customThe solid was dried under reduced pressure