Dimethylformamide → O-{[(3-sulfophenyl)amino]carbonyl}-L-serine

Participants

Reaction Conditions

Reaction Steps

Boc-Ser-OtBu (200 mg, 0.77 mmol) was dissolved in 3 ml of methylene chloride and cooled to 0° C. N,N′-Carbonyldiimidazole (124 mg, 0.77 mmol) was added to the solution and stirred at room temperature for 2 hours. After the solvent was removed by distillation, 3-aminobenzenesulfonic acid (132.6 mg, 0.77 mmol), 2 ml of DMF and 0.4 ml of diisopropylethylamine were added and stirred at 70° C. overnight. The solvent was removed by distillation and the mixture was purified according to the purification step A to give the intermediate. The resulting intermediate was dissolved in 1 ml of TFA and stirred at room temperature for 2 hours. The solvent was removed by distillation, and the mixture was purified according to the purification step A to give the title compound.

Provenance & Evidence