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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 50136Erstellt: 23. Oktober 2026

Water → 1-(Phenylmethyl) (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate

https://huagongshe.com/de/reaction/50136

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktL-HydroxyprolineHCID 5810—
EduktBenzyl chloroformateHCID 10387—
EduktSodium BicarbonateHCID 516892—
LösungsmittelAcetoneHCID 180—
Produkt1-(Phenylmethyl) (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylateHCID 391517101,8%

Reaktionsschritte

Benzyl chloroformate (8.6 mL, 0.06 mol) was dissolved in acetone (12 mL), and this solution was added dropwise to a stirred solution of trans-4-Hydroxy-L-proline (6.56 g, 0.05 mol) in satd. NaHCO3 (160 mL) and H2O (24 mL). The resulting solution was stirred for 6 h at room temperature. The solution was washed with diethyl ether, and the organic layer was discarded. The aqueous layer was acidified with to pH 3 with 1 M HCl and extracted with ethyl acetate. The organic layer was dried over MgSO4 and concentrated to afford 13.5 g (quantitative yield) of the desired product as an oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06710186B2
Quelldatensatzuspto-grants-2004_03
ORD IDord-9a1d1d93f4d949d09dae036b0adc2a31
Quellennotizuspto-grants-2004_03