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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1619516Erstellt: 27. Oktober 2026

Triethylamine → (R)-quinuclidin-3-yl 2-phenyl-2-(vinyloxycarbonylamino)acetate

https://huagongshe.com/reaction/1619516

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktVinyl chloroformateHCID 78808—
Edukt(R)-Quinuclidin-3-yl 2-amino-2-phenylacetate dihydrochlorideHCID 67425463—
LösungsmittelDichloromethaneHCID 6344—
Produkt(R)-quinuclidin-3-yl 2-phenyl-2-(vinyloxycarbonylamino)acetateHCID 6760583364,2%

Reaktionsschritte

To a suspension of (R)-quinuclidin-3-yl 2-amino-2-phenylacetate dihydrochloride (I25) (110 mg, 0.33 mmol) in DCM (5 ml), were added triethylamine (138 μl, 0.99 mmol) and vinyl carbonochloridate (36.2 μl, 0.40 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, dried over Na2SO4 and evaporated to dryness to obtain (R)-quinuclidin-3-yl 2-phenyl-2-(vinyloxycarbonylamino)acetate (70 mg; 64% yield). The product 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-e2096a44270f4a7c92a05cfd6d276258
Quellennotizuspto-grants-2014_07