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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2245399Erstellt: 26. Oktober 2026

Chloroacetyl chloride → 1,1-Dimethylethyl (2R)-2-{[(chloroacetyl)amino]methyl}-1-pyrrolidinecarboxylate

https://huagongshe.com/reaction/2245399

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktChloroacetyl chlorideHCID 6577—
EduktDiisopropylethylamineHCID 81531—
Edukttert-butyl (2R)-2-(aminomethyl)pyrrolidine-1-carboxylateHCID 1512534—
LösungsmittelDichloromethaneHCID 6344—
Produkt1,1-Dimethylethyl (2R)-2-{[(chloroacetyl)amino]methyl}-1-pyrrolidinecarboxylateHCID 59215799—

Reaktionsschritte

DIPEA (1.34 ml, 7.5 mmol) was added to a solution of 1,1-dimethylethyl (2R)-2-(aminomethyl)-1-pyrrolidinecarboxylate (1 g, 5 mmol) in 50 ml of DCM; then chloroacetyl chloride (0.418 ml, 5.25 mmol) was slowly added and the reaction mixture stirred 1 h before being worked up. DCM was added and the organic phase was washed with a saturated solution of ammonium chloride. The crude was purified by flash chromatography eluting with cyclohexane/ethyl acetate 8/2 affording 1.28 g of the target material.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07683056B2
Quelldatensatzuspto-grants-2010_03
ORD IDord-73d7a4e12aca4a62a083ed4251973df7
Quellennotizuspto-grants-2010_03