反应详情

Sodium (0.075 mol) was added portionwise to ethanol (50 ml) under N2 atmosphere and this mixture was stirred until complete dissolution. Ethyl 2-amino-3-mercaptopropanoate (0.075 mol) was added and the mixture was stirred for 2 hours at RT. The solvent was evaporated, THF (50 ml) was added to the residue, and a solution of 2-[3-chloro-4-[chloro(4-chlorophenyl)methyl]phenyl]-1,2,4-triazine-3,5(2H,4H)-dione (0.015 mol) in THF (50 ml) was added. 1,8-diazabicyclo[5.4.0]undec-7-ene (0.03 mol) was added and the resulting reaction mixture was stirred overnight at RT. The solvent was evaporated. The residue was stirred in water and extracted with CH2Cl2. The organic layer was separated, washed with water, dried, filtered and the solvent was evaporated. This fraction was purified by HPLC over silica gel (eluent: CH2Cl2/CH2OH 97/3). The pure fractions were collected and the solvent was evaporated. The residue was stirred in DIPE, filtered off, washed and dried, yielding (±)-ethyl α-[[[(4-chlorophenyl)[2-chloro-4-(4,5-dihydro-3,5-dioxo-1,2,4-triazin-2(3H)-yl)phenyl]methyl]thio]methyl]glycine (compound 95).

1. stirringthe mixture was stirred for 2 hours at RT
2. customThe solvent was evaporated
3. additionTHF (50 ml) was added to the residue
4. customthe resulting reaction mixture
5. stirringwas stirred overnight at RT
6. customThe solvent was evaporated
7. stirringThe residue was stirred in water
8. extractionextracted with CH2Cl2
9. customThe organic layer was separated
10. washwashed with water
11. customdried
12. filtrationfiltered
13. customthe solvent was evaporated
14. customThis fraction was purified by HPLC over silica gel (eluent: CH2Cl2/CH2OH 97/3)
15. customThe pure fractions were collected
16. customthe solvent was evaporated
17. stirringThe residue was stirred in DIPE
18. filtrationfiltered off
19. washwashed
20. customdried