反应详情

The compound of Example 5, 4-[(2,3,4,6-tetrahydro-3-methyl-1-(2-methylpropyl)-6-(1-naphthalenylmethyl)-2,4-dioxo-1H-pyrrolo[3,4-d]pyrimidin-5-yl)thio]butanoic acid (100 mg), was dissolved in tetrahydrofuran (3 ml) and the solution was cooled in ice. Triethylamine (30 μl) was added followed by ethyl chloroformate (21 μl); the ice bath was removed and the solution was allowed to stir for 15 minutes and was then cooled in ice again. Aqueous ammonia (0.88 specific gravity, 1 ml) was added and the mixture was stirred for 3 days. The mixture was poured onto water and extracted thrice with dichloromethane. The organic extracts were combined, washed with brine, dried, filtered and evaporated to give an oil which was purified by chromatography, eluting first with ethyl acetate:isohexane:acetic acid (75:25:1) and then with ethyl acetate:acetic acid (199:1) to give the title compound (70 mg).

1. temperaturethe solution was cooled in ice
2. customthe ice bath was removed
3. temperaturewas then cooled in ice again
4. additionAqueous ammonia (0.88 specific gravity, 1 ml) was added
5. stirringthe mixture was stirred for 3 days
6. additionThe mixture was poured onto water
7. extractionextracted thrice with dichloromethane
8. washwashed with brine
9. customdried
10. filtrationfiltered
11. customevaporated
12. customto give an oil which
13. customwas purified by chromatography
14. washeluting first with ethyl acetate:isohexane:acetic acid (75:25:1)