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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 896203Erstellt: 25. Oktober 2026

1,1'-Carbonyldiimidazole → methyl(5R)-3-(4-fluoro-3-methyl-2-oxo-2,3-dihydro-6-benzoxazolyl)-2-oxo-5-oxazolidinecarboxylate

https://huagongshe.com/reaction/896203

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,1'-CarbonyldiimidazoleHCID 68263—
Eduktmethyl (2R)-3-[(4-fluoro-3-methyl-2-oxo-2,3-dihydro-6-benzoxazolyl)amino]-2-hydroxypropanoateHCID 86610080—
LösungsmittelAcetonitrileHCID 6342—
LösungsmittelEthyl AcetateHCID 8857—
Produktmethyl(5R)-3-(4-fluoro-3-methyl-2-oxo-2,3-dihydro-6-benzoxazolyl)-2-oxo-5-oxazolidinecarboxylateHCID 6848978696%

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

A mixture of methyl (2R)-3-[(4-fluoro-3-methyl-2-oxo-2,3-dihydro-6-benzoxazolyl)amino]-2-hydroxypropanoate (Step 8, 0.84 g, 2.96 mmol) and 1,1′-carbonyldiimidazole (0.48 g, 2.96 mmol) in acetonitrile is stirred and heated at 60° C. overnight. The reaction is diluted with ethyl acetate, washed with 2N HCl and saline, and evaporated under reduced pressure. The resulting solid is triturated with methanol to give pure product as a white solid (0.88 g, 96%); MS for C13H11FN2O6 m/z 311 (M+H)+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06919329B2
Quelldatensatzuspto-grants-2005_07
ORD IDord-dc018177e619470db543bef1062a3460
Quellennotizuspto-grants-2005_07