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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 581043Erstellt: 26. Oktober 2026

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

https://huagongshe.com/reaction/581043

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
PatentnummerUS05919786
Quelldatensatzuspto-grants-1999_07
ORD IDord-ec1dfca3ad4d4dd08be4353809871e80
Quellennotizuspto-grants-1999_07