Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 330862Erstellt: 23. Oktober 2026

Benzenesulfonic acid, 3-amino-5-chloro-4-methyl- → N5-(3-chloro-2-methyl-5-sulfophenyl)-L-glutamine

https://huagongshe.com/de/reaction/330862

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBenzenesulfonic acid, 3-amino-5-chloro-4-methyl-HCID 80806—
EduktDiisopropylethylamineHCID 81531—
EduktHOAtHCID 181649—
EduktMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
EduktBoc-Glu-OtBu hydrochlorideHCID 131731743—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelTrifluoroacetic acidHCID 6422—
LösungsmittelAcetonitrile--water (1/1)HCID 18373917—
ProduktN5-(3-chloro-2-methyl-5-sulfophenyl)-L-glutamineHCID 45275582—

Reaktionsschritte

After 2 ml of DMF and 0.52 ml (3 mmol) of DIEA were added to 303 mg (1 mmol) of Boc-Glu-OtBu hydrochloride, 221 mg (1 mmol) of 3-amino-5-chloro-4-methylbenzenesulfonic acid, 160 mg (1.3 mmol) of HOAt and 410 mg (1.3 mmol) of HATU, the mixture was stirred at room temperature overnight. The reaction solution was diluted in water-acetonitrile and purified in accordance with the purification step A to give the protected form of the product. The protected product obtained was dissolved in 5 ml of trifluoroacetic acid and stirred for 2 hours. After the solvent was removed by distillation, the mixture was purified in accordance with the purification step A to give the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08877739B2
Quelldatensatzuspto-grants-2014_11
ORD IDord-514188b64829444189e1edd87a4f6c62
Quellennotizuspto-grants-2014_11