반응 #1328647

반응 방정식

5-[(3S)-3-(4-chlorophenyl)-4-[(R)-1-(4-chlorophenyl)ethyl]-7-methoxycarbonyl-2,5-dioxo-3,4-dihydro-1H-1,4-benzodiazepin-1-yl]valeric acid tert-butyl ester

NaOH

→

title compound

수율 77.4%

(3S)-1-(4-tert-Butoxycarbonyl-butyl)-3-(4-chloro-phenyl)-4-[(R)-1-(4-chloro-phenyl)-ethyl]-2,5-dioxo-2,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepine-7-carboxylic acid

수율 77.4%

용매

THF MeOH H2O

반응 조건

후처리

1. 1
   기타The mixture was evaporated to dryness
2. 2
   workup.DISSOLUTIONThen, the residue was dissolved in water (10 mL)
3. 3
   추출The solution was extracted with ether (3×20 mL)
4. 4
   건조the organic layer was dried (Na2SO4)
5. 5
   농축concentrated to dryness under reduced pressure
6. 6
   여과Filtration over silica gel

실험 절차

A solution of 5-[(3S)-3-(4-chlorophenyl)-4-[(R)-1-(4-chlorophenyl)ethyl]-7-methoxycarbonyl-2,5-dioxo-3,4-dihydro-1H-1,4-benzodiazepin-1-yl]valeric acid tert-butyl ester (Example 32) (200 mg, 0.31 mmol) and NaOH (1N in water, 380 μL) in THF/MeOH/H2O (2 mL/400 μL/100 μL) was stirred at room temperature for 12 h. The mixture was evaporated to dryness. Then, the residue was dissolved in water (10 mL) and the pH was adjusted to 4 with 1N HCl. The solution was extracted with ether (3×20 mL), then the organic layer was dried (Na2SO4) and concentrated to dryness under reduced pressure. Filtration over silica gel afforded the title compound (150 mg, 77%): Mass spectrum (LCMS, ESI pos.): Calcd for C33H34Cl2IN2O6: 624.18; found 568.9 (M+H—t-bu).

출처