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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1619509Erstellt: 25. Oktober 2026

Methyl chloroformate → (R)-quinuclidin-3-yl 2-(methoxycarbonylamino)-2-phenylacetate

https://huagongshe.com/reaction/1619509

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethyl chloroformateHCID 6586—
EduktTriethylamineHCID 8471—
Edukt(R)-Quinuclidin-3-yl 2-amino-2-phenylacetate dihydrochlorideHCID 67425463—
LösungsmittelDichloromethaneHCID 6344—
Produkt(R)-quinuclidin-3-yl 2-(methoxycarbonylamino)-2-phenylacetateHCID 6760756840,5%

Reaktionsschritte

To a suspension of (R)-quinuclidin-3-yl 2-amino-2-phenylacetate dihydrochloride (I25) (150 mg, 0.45 mmol) in DCM (5 ml), were added triethylamine (188 μl, 1.35 mmol) and methyl carbonochloridate (41.7 μl, 0.54 mmol). The reaction was stirred at RT for 4 hours, and then the solvent was evaporated. The residue was taken up with EtOAc and washed with water and brine. The organic phase was dried over Na2SO4 and evaporated to obtain (R)-quinuclidin-3-yl 2-(methoxycarbonylamino)-2-phenylacetate (58.0 mg; 40% yield). The compound was used in the next step without any further purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08772314B2
Quelldatensatzuspto-grants-2014_07
ORD IDord-b57e3d1877d346b2bc54c2fe27955ffa
Quellennotizuspto-grants-2014_07