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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1457733Erstellt: 24. Oktober 2026

Benzyl Alcohol → (2RS,3SR)-2-benzyloxycarbonyl-5-oxotetrahydrofuran-3-carboxylic acid

https://huagongshe.com/de/reaction/1457733

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBenzyl AlcoholHCID 244—
EduktDicyclohexylcarbodiimideHCID 10868—
EduktTetrahydro-5-oxofuran-2,3-dicarboxylic acidHCID 98259—
LösungsmittelAcetoneHCID 180—
Produkt(2RS,3SR)-2-benzyloxycarbonyl-5-oxotetrahydrofuran-3-carboxylic acidHCID 18705291—

Reaktionsschritte

5.3 g of (2RS,3SR)-5-oxotetrahydrofuran-2,3-dicarboxylic acid was dissolved in 90 ml of acetone, and 6.6 g of N,N'-dicyclohexylcarbodiimide was added thereto, followed by stirring at room temperature for 2.5 hours. 3.3 ml of benzyl alcohol was added to the reaction solution, followed by stirring at the same temperature for 2 days. Insoluble matters were filtered off, and then the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=4/1→chloroform/methanol=50/1) to obtain 6.55 g of the above-identified compound as a yellow solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05849747
Quelldatensatzuspto-grants-1998_12
ORD IDord-650808c48dbc4979a22dd0e9a62a951d
Quellennotizuspto-grants-1998_12