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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 330858Erstellt: 26. Oktober 2026

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

https://huagongshe.com/reaction/330858

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
Edukt3-Aminobenzenesulfonic acidHCID 8474—
EduktDiisopropylethylamineHCID 81531—
EduktBoc-Ser-OtbuHCID 7019054—
LösungsmittelDichloromethaneHCID 6344—
LösungsmittelTrifluoroacetic acidHCID 6422—
ProduktO-{[(3-sulfophenyl)amino]carbonyl}-L-serineHCID 452756820,6%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

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.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08877739B2
Quelldatensatzuspto-grants-2014_11
ORD IDord-a494a03bbd9548e6be718b833d9176ee
Quellennotizuspto-grants-2014_11