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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 843504Erstellt: 26. Oktober 2026

Dichloromethane → 3-Trifluoroacetamidophenyl beta-D-Ribofuranoside

https://huagongshe.com/reaction/843504

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDichloromethaneHCID 6344—
EduktBoron trifluorideHCID 6356—
Eduktbeta-D-Ribofuranose, 1-acetate 2,3,5-tribenzoateHCID 81455—
Edukt2,2,2-Trifluoro-N-(3-hydroxyphenyl)acetamideHCID 23505419—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt3-Trifluoroacetamidophenyl beta-D-RibofuranosideHCID 8658367449,7%

Reaktionsschritte

A solution of 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose (500 mg, 0.99 mmol), 3-trifluoroacetamidophenol (407 mg, 1.98 mmol) from Stage 1 and boron trifluoride diethyletherate (1.41 g, 9.93 mmol, 1.25 ml) in a mixture of dry dichloromethane (10 ml) and dry tetrahydrofuran (30 ml) was stirred at room temperature under argon for 7 days. Work-up as in Stage 1 of Example 1 and purification by flash chromatography on silica gel (2% acetone in toluene as eluant) gave the title compound as a colourless solid (166 mg, 21%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06379911B2
Quelldatensatzuspto-grants-2002_04
ORD IDord-3114df0bd589425ebb62cd2d20e8e0d2
Quellennotizuspto-grants-2002_04