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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 6778Erstellt: 24. Oktober 2026

Hydrochloric Acid → 1-(3-O-Benzy-4-hydroxymethyl-beta-D-xylofuranosyl)thymine

https://huagongshe.com/de/reaction/6778

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
Edukt1(2-O-Acetyl5-O-benzoyl-4-C-benzoyloxymethyl-3-O-benzyl-beta-D-xylofuranosyl)thymineHCID 10794041—
EduktSodium MethoxideHCID 10942334—
LösungsmittelMethanolHCID 887—
Produkt1-(3-O-Benzy-4-hydroxymethyl-beta-D-xylofuranosyl)thymineHCID 1069103891%

Reaktionsschritte

To a stirred solution of nucleoside 4 (9.00 g, 0.014 mol) in methanol (130 cm3) was added sodium methoxide (3.87 g, 0.0716 mol). The reaction mixture was stirred at room temperature for 4 h and then neutralised with dilute hydrochloric acid. The mixture was evaporated to dryness under reduced pressure followed by coevaporation using toluene (15 cm3×3). The residue was purified by silica gel column chromatography using dichloromethane/methanol (4–1 5% methanol, v/v) as eluent to give nucleoside triol 5 (4.82 g, 89%) as a white solid material after evaporation of the solvents under reduced pressure.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07084125B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-5bfff2d50122426db511b3e9f2d81ec6
Quellennotizuspto-grants-2006_08