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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 361889Erstellt: 24. Oktober 2026

Triphenylphosphine → Ethyl 2-[4-[((3S)-1-tert-butoxycarbonyl-3-pyrrolidinyl)oxy]phenyl]-2-oxoacetate

https://huagongshe.com/de/reaction/361889

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriphenylphosphineHCID 11776—
Eduktethyl N-ethoxycarbonyliminocarbamateHCID 220568—
Edukttert-Butyl (3R)-3-hydroxypyrrolidine-1-carboxylateHCID 6544479—
EduktEthyl 2-(4-hydroxyphenyl)-2-oxoacetateHCID 11715332—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelEthyl AcetateHCID 8857—
ProduktEthyl 2-[4-[((3S)-1-tert-butoxycarbonyl-3-pyrrolidinyl)oxy]phenyl]-2-oxoacetateHCID 1031664175,1%

Reaktionsschritte

To 40 ml of tetrahydrofuran were dissolved 1.8 g of ethyl 2-(4-hydroxyphenyl)-2-oxoacetate, 1.74 g of (3R)-1-tert-butoxycarbonyl-3-hydroxypyrrolidine and 2.92 g of triphenylphosphine. At room temperature, 1.94 g of diethyl azodicarboxylate was added to the above solution, and the resulting mixture was stirred for 18 hours. After distilling off the solvent, the residue thus obtained was dissolved in ethyl acetate, and the solution was washed with water, and then dried. Thereafter, the solvent was distilled-off, and the resulting residue was purified by silica gel column chromatography using a toluene/chloroform mixture as an eluant, thereby obtaining 2.53 g of the title compound as a viscous yellow oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05866577
Quelldatensatzuspto-grants-1999_02
ORD IDord-366a57e77dbb4caa92ee173a4471e944
Quellennotizuspto-grants-1999_02