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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 240596Erstellt: 26. Oktober 2026

5-Fluoro-2-nitrophenol → (2S,4S)-1-tert-butyl 2-methyl 4-(5-fluoro-2-nitrophenoxy)pyrrolidine-1,2-dicarboxylate

https://huagongshe.com/reaction/240596

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt5-Fluoro-2-nitrophenolHCID 9937—
EduktTriphenylphosphineHCID 11776—
Edukt(2S,4R)-4-Hydroxypyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl esterHCID 2734883—
EduktDiethyl azodicarboxylateHCID 5462977—
LösungsmittelDichloromethaneHCID 6344—
Produkt(2S,4S)-1-tert-butyl 2-methyl 4-(5-fluoro-2-nitrophenoxy)pyrrolidine-1,2-dicarboxylateHCID 58413039—

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

Diethylazodicarboxylate (1.76 ml) was added dropwise to a solution of N-Boc-trans-4-hydroxy-L-proline methyl ester (2.74 g), 5-fluoro-2-nitrophenol (1.47 g) and triphenylphosphine (2.93 g) in dichlormethane under cooling at 0° C. The coolant was removed after 20 min and the reaction mixture was stirred at room temperature over the weekend. The solvent was evaporated and the residue war purified by chromatography to give the desired product.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08648068B2
Quelldatensatzuspto-grants-2014_02
ORD IDord-c3706526ba5e40f2a807010243d86d46
Quellennotizuspto-grants-2014_02