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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2104372Erstellt: 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/2104372

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%

Reaktionsschritte

A mixture comprising (4R)-4-formyl-2,2-dimethyl-1,3-oxazolidine-3-carboxylic acid tert-butyl ester (11.7 g), (carbethoxymethylene)triphenylphosphorane (20.7 g), and toluene (100 mL) was stirred at 100° C. for 18 hours. The reaction mixture was concentrated, and the residue was purified by silica gel column chromatography (hexane:ethyl acetate=8:1), to thereby give the title compound (17 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07576135B2
Quelldatensatzuspto-grants-2009_08
ORD IDord-896b2569bd9144c4a0f614a97fcaf480
Quellennotizuspto-grants-2009_08