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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1944789Erstellt: 26. Oktober 2026

Acetic Acid → (2R,3S,4S,5S)-5-(acetoxymethyl)tetrahydrofuran-2,3,4-triyl triacetate

https://huagongshe.com/reaction/1944789

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic AcidHCID 176—
EduktHydrochloric AcidHCID 313—
EduktSulfuric AcidHCID 1118—
EduktAcetic AnhydrideHCID 7918—
EduktL-RiboseHCID 90428—
LösungsmittelMethanolHCID 887—
LösungsmittelPyridineHCID 1049—
Produkt(2R,3S,4S,5S)-5-(acetoxymethyl)tetrahydrofuran-2,3,4-triyl triacetateHCID 90810057%

Reaktionsschritte

In Non-Patent Document 2, L-ribose is used as a starting material, the alkylation of the hydroxyl group at 1-position is carried out in methanol that contains hydrochloric acid, the acetylation is carried out with acetic anhydride in pyridine, and the acetolysis is carried out in acetic acid and acetic anhydride in the presence of concentrated sulfuric acid. By recrystallizing from ethyl ether, 1,2,3,5-tetra-O-acetyl-β-L-ribofuranose is obtained at a total yield of 57%. Hereinafter, in the present specification, 1,2,3,5-tetra-O-acetyl-β-L-ribofuranose may be referred to as β-L-TAR at times, and 1,2,3,5-tetra-O-acetyl-L-ribofuranose may be referred to as L-TAR at times.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08394935B2
Quelldatensatzuspto-grants-2013_03
ORD IDord-77c4ed05c16c4c359fd204d04d4c9fac
Quellennotizuspto-grants-2013_03