反应详情

温度

0 °C

Crystalline 4′-{5-[((S)-2-acetylsulfanyl-4-methylpentanoylamino)methyl]-2-ethoxy-4-ethylimidazol-1-ylmethyl}-3′-fluorobiphenyl-2-carboxylic acid (2.3 g, 4 mmol, 1 eq.) and DTT (62 mg, 0.4 mmol, 0.1 eq.) was dissolved in MeOH (30 mL). The resulting solution was degassed with nitrogen (3 times) and cooled at 0° C. NaOMe (25% in MeOH, 1.7 mL) was added and the mixture was stirred at 0° C. for 30 minutes. AcOH (3 g, 50 mmol, 4 eq.) was added to quench the reaction at 0° C. The mixture was warmed to 20° C. Deionized water (10 mL) was added slowly. The mixture was stirred at 20° C. for 3 hours and then stirred at 4° C. for 1 hour until precipitates were formed. The solids were filtered and washed with MeOH/H2O (2:1; 30 mL), then dried under nitrogen at 20° C. for 48 hours to yield the title crystalline compound (1.2 g).

1. customThe resulting solution was degassed with nitrogen (3 times)
2. additionNaOMe (25% in MeOH, 1.7 mL) was added
3. customto quench
4. customthe reaction at 0° C
5. temperatureThe mixture was warmed to 20° C
6. stirringThe mixture was stirred at 20° C. for 3 hours
7. stirringstirred at 4° C. for 1 hour
8. customuntil precipitates
9. customwere formed
10. filtrationThe solids were filtered
11. washwashed with MeOH/H2O (2:1; 30 mL)
12. customdried under nitrogen at 20° C. for 48 hours