반응 #40908

반응 방정식

NH3

2-{[(Benzyloxy)carbonyl]amino}-2-methylpropanoic acid

1,1′-carbonyldiimidazole

2,3-Diaminobenzamide

→

benzyl 2-{[2-amino-3-(aminocarbonyl)phenyl]amino}-1,1-dimethyl-2-oxoethylcarbamate

용매

pyridine

DMF

반응 조건

후처리

1. 1
   workup.ADDITIONwas added
2. 2
   기타The solvents were removed under vacuum
3. 3
   기타the residue was partitioned between ethyl acetate and diluted sodium bicarbonate aqueous solution
4. 4
   기타The formed slightly yellow solid material
5. 5
   여과was collected by filtration
6. 6
   세척washed with water and ethyl acetate
7. 7
   기타dried
8. 8
   기타to give Example 1A

실험 절차

2-{[(Benzyloxy)carbonyl]amino}-2-methylpropanoic acid (5.18 g, 21.83 mmol) in a mixture of pyridine (25 mL) and DMF (25 mL) was treated with 1,1′-carbonyldiimidazole (3.72 g, 22.92 mmol) and heated at 40° C. for 2 hours. 2,3-Diaminobenzamide dihydrochlolide (4.89 g, 21.83 mmol), prepared as described in WO0026192, was added and the mixture was stirred at room temperature overnight. The solvents were removed under vacuum and the residue was partitioned between ethyl acetate and diluted sodium bicarbonate aqueous solution. The formed slightly yellow solid material was collected by filtration, washed with water and ethyl acetate, and dried to give Example 1A. MS (DCI/NH3) m/z 371 (M+H)+.

출처