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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2402926Erstellt: 26. Oktober 2026

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

https://huagongshe.com/reaction/2402926

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 down to 0° C. N,N′-carbonyldiimidazole (124 mg, 0.77 mmol) was added thereto and stirred at room temperature for 2 hours. After removing a solvent, 3-aminobenzenesulfonic acid (132.6 mg, 0.77 mmol), 2 mL of DMF and 0.4 mL of diisopropylethylamine were added thereto and stirred at 70° C. overnight. After removing a solvent, the mixture was purified in accordance with the purification process A to obtain an intermediate. The obtained intermediate was dissolved in 1 mL of TFA and stirred at room temperature for 2 hours. After removing a solvent, purification was conducted in accordance with the purification process A to obtain a title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08796485B2
Quelldatensatzuspto-grants-2014_08
ORD IDord-165a46a663294ae59d708b1fb03d2059
Quellennotizuspto-grants-2014_08