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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 902856Erstellt: 24. Oktober 2026

Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl ester → (S,E)-tert-butyl 4-(3-ethoxy-3-oxoprop-1-enyl)-2,2-dimethyloxazolidine-3-carboxylate

https://huagongshe.com/de/reaction/902856

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic acid, 2-(triphenylphosphoranylidene)-, ethyl esterHCID 70670—
Edukt3-Boc-2,2-dimethyloxazolidine-4-carboxaldehyde, (R)-(+)-HCID 178792—
LösungsmittelTolueneHCID 1140—
Produkt(S,E)-tert-butyl 4-(3-ethoxy-3-oxoprop-1-enyl)-2,2-dimethyloxazolidine-3-carboxylateHCID 10732902111,3%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

A mixture solution composed of tert-Butyl (4R)-4-formyl-2,2-dimethyl-1,3-oxazolidine-3-carboxylate (11.7 g), (carboethoxymethylene)triphenylphosphorane (20.7 g) and toluene (100 ml) was heated and stirred at 100° C. for 18 hours. The reaction mixture was concentrated, and the resultant residue was purified by column chromatography on silica gel (hexane:ethyl acetate=8:1) to obtain the title compound (17 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07365205B2
Quelldatensatzuspto-grants-2008_04
ORD IDord-bd1fe807fde940a5aeac8434d03b5d1b
Quellennotizuspto-grants-2008_04