tert-butyl 1-aminocyclopropane-1-carboxylate

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: (R)-5-(4-Cyano-benzyl)-7-(3,5-dichloro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazo[1,2-a]imidazole-3-carboxylic acid (3.3 g, 7.48 mmol), 1-amino-cyclopropane-carboxylic acid tert-butyl ester (1.8 g, 11.4 mmol) and HATU (4.27 g, 11.2 mmol) were dissolved in anhydrous DMF (20 mL). The mixture was stirred for 15 min. Et3N (2.95 mL, 20.4 mmol) was then added to the reaction. After 30 min, the crude reaction was concentrated in vacuo. The residue was purified by flash chromatography on silica gel (10% to 30% EtOAc/Hexanes) to give 1-{[(R)-5-(4-cyano-benzyl)-7-(3,5-dichloro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazo[1,2-a]imidazole-3-carbonyl]-amino}-cyclopropanecarboxylic acid tert-butyl ester (3.8 g, 6.55 mmol, 87.5%) as a white solid, m/z 580.5 [M+1]+. After 30 min the crude reaction was concentrated in vacuo The residue was purified by flash chromatography on silica gel (10% to 30% EtOAc/Hexanes)

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: (R)-5-(4-Cyano-benzyl)-7-(3,5-dichloro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazo[1,2-a]imidazole-3-carboxylic acid (3.3 g, 7.48 mmol), 1-amino-cyclopropane-carboxylic acid tert-butyl ester (1.8 g, 11.4 mmol) and HATU (4.27 g, 11.2 mmol) were dissolved in anhydrous DMF (20 mL). The mixture was stirred for 15 min. Et3N (2.95 mL, 20.4 mmol) was then added to the reaction. After 30 min, the crude reaction was concentrated in vacuo. The residue was purified by flash chromatography on silica gel (10% to 30% EtOAc/Hexanes) to give 1-{[(R)-5-(4-cyano-benzyl)-7-(3,5-dichloro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazo[1,2-a]imidazole-3-carbonyl]-amino}-cyclopropanecarboxylic acid tert-butyl ester (3.8 g, 6.55 mmol, 87.5%) as a white solid, m/z 580.5 [M+1]+. After 30 min the crude reaction was concentrated in vacuo The residue was purified by flash chromatography on silica gel (10% to 30% EtOAc/Hexanes)

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: (R)-5-(4-Cyano-benzyl)-7-(3,5-dichloro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazo[1,2-a]imidazole-3-carboxylic acid (3.3 g, 7.48 mmol), 1-amino-cyclopropane-carboxylic acid tert-butyl ester (1.8 g, 11.4 mmol) and HATU (4.27 g, 11.2 mmol) were dissolved in anhydrous DMF (20 mL). The mixture was stirred for 15 min. Et3N (2.95 mL, 20.4 mmol) was then added to the reaction. After 30 min, the crude reaction was concentrated in vacuo. The residue was purified by flash chromatography on silica gel (10% to 30% EtOAc/Hexanes) to give 1-{[(R)-5-(4-cyano-benzyl)-7-(3,5-dichloro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazo[1,2-a]imidazole-3-carbonyl]-amino}-cyclopropanecarboxylic acid tert-butyl ester (3.8 g, 6.55 mmol, 87.5%) as a white solid, m/z 580.5 [M+1]+. After 30 min the crude reaction was concentrated in vacuo The residue was purified by flash chromatography on silica gel (10% to 30% EtOAc/Hexanes)