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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 81124Erstellt: 23. Oktober 2026

Methanol → (4R)-4-Hydroxy-L-proline methyl ester

https://huagongshe.com/de/reaction/81124

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethanolHCID 887—
EduktL-HydroxyprolineHCID 5810—
EduktThionyl ChlorideHCID 24386—
Produkt(4R)-4-Hydroxy-L-proline methyl esterHCID 7015125—

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

Thionyl chloride (270 mL) was added dropwise to methanol (1500 mL) over 1 hour, followed by the addition of (4R)-4-hydroxy-L-proline (150 g). The mixture was stirred at reflux for 36 hours, and then concentrated under reduced pressure. Methanol (1500 mL) was added, followed by a slow addition of triethylamine (310 mL). The mixture was cooled to 0° C., filtered, and the filtrate was concentrated to afford methyl (4R)-4-hydroxy-L-prolinate. The residue was used directly without further purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08846657B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-ccbf0d3c4d19427fb2fc341df38aed51
Quellennotizuspto-grants-2014_09