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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1468321Erstellt: 25. Oktober 2026

4-Amino-6-chlorotoluene-2-sulphonic acid → O-{[(3-chloro-4-methyl-5-sulfophenyl)amino]carbonyl}-L-serine

https://huagongshe.com/reaction/1468321

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4-Amino-6-chlorotoluene-2-sulphonic acidHCID 80805—
EduktDiisopropylethylamineHCID 81531—
EduktTriphosgeneHCID 94429—
EduktBoc-Ser-OtbuHCID 7019054—
LösungsmittelDichloromethaneHCID 6344—
ProduktO-{[(3-chloro-4-methyl-5-sulfophenyl)amino]carbonyl}-L-serineHCID 45275789—

Reaktionsschritte

Boc-Ser-OtBu, 100 mg (0.38 mmol), 86 mg (0.38 mmol) of 5-amino-3-chloro-2-methylbenzenesulfonic acid and 37 mg (0.0127 mmol) of triphosgene were suspended in 1 ml of methylene chloride, and 66 μl (0.76 mmol) of DIEA was added to the suspension. After stirring at room temperature overnight, the solvent was removed by distillation. The mixture was purified according to the purification step A to give the protected title compound. The resulting protected product was dissolved in 2 ml of trifluoroacetic acid and stirred 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
PatentnummerUS09000208B2
Quelldatensatzuspto-grants-2015_04
ORD IDord-635790240b2649adaeaf4ce29fb1e702
Quellennotizuspto-grants-2015_04