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N-[(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetyl]-L-valyl-L-alanine[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
41%
With triethylamine; In N,N-dimethyl-formamide; at 20℃; for 8h;
N-[(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetyl]-<strong>[1115-74-8]L-valyl-L-alanine</strong> 100 mg (0.531 mmol) of <strong>[1115-74-8]L-valyl-L-alanine</strong> and 134 mg (0.531 mmol) of 1-{2-[(2,5-dioxopyrrolidin-1-yl)oxy]-2-oxoethyl}-1H-pyrrole-2,5-dione were dissolved in 3 ml of dimethylformamide, and 0.150 ml (1.1 mmol) of triethylamine were added. The reaction mixture was stirred at RT for 8 h. The reaction mixture was purified directly by preparative RP-HPLC (column: Reprosil 250*30; 10mu, flow rate; 50 ml/min, MeCN/water). The solvents were evaporated under reduced pressure and the residue was dried under high vacuum. This gave 71.5 mg (41% of theory) of the title compound. LC-MS (Method 1): Rt=0.42 min; MS (ESIpos): m/z=326 (M+H)+.
With triethylamine;
N-[(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetyl]-<strong>[1115-74-8]L-valyl-L-alanine</strong> 100 mg (0.531 mmol) of <strong>[1115-74-8]L-valyl-L-alanine</strong> and 134 mg (0.531 mmol) of 1-{2-[(2,5-dioxopyrrolidin-1-yl)oxy]-2-oxoethyl}-1H-pyrrole-2,5-dione were dissolved in 3 ml of dimethylformamide, and 0.150 ml (1.1 mmol) of triethylamine were added. The reaction mixture was stirred at RT for 8 h. The reaction mixture was purified directly by preparative RP-HPLC (column: Reprosil 250*30; 10mu, flow rate: 50 ml/min, MeCN/water). The solvents were evaporated under reduced pressure and the residue was dried under high vacuum. This gave 71.5 mg (41% of theory) of the title compound. LC-MS (Method 1): Rt=0.42 min; MS (ESIpos): m/z=326 (M+H)+.
N-[(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetyl]-L-valyl-L-alanyl-S-{2-[(3-aminopropyl) {(1R)-1-[1-benzyl-4-(2,5-difluorophenyl)-1H-pyrrol-2-yl]-2,2-dimethylpropyl}amino]-2-oxoethyl}-L-cysteine[ No CAS ]
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