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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 232348Erstellt: 26. Oktober 2026

Butyryl chloride → 3'-O-butyryl-5'-[2-(2,6-dichlorophenyl)acetamido]-2',5'-dideoxy-5-ethyluridine

https://huagongshe.com/reaction/232348

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktButyryl chlorideHCID 8855—
Edukt2-(2,6-Dichloro-phenyl)-N-[(2R,3S,5R)-5-(5-ethyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl]-acetamideHCID 18633440—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
LösungsmittelPyridineHCID 1049—
Produkt3'-O-butyryl-5'-[2-(2,6-dichlorophenyl)acetamido]-2',5'-dideoxy-5-ethyluridineHCID 18633401—

Reaktionsschritte

A mixture of 400 mg of 5'-[2-(2,6-dichlorophenyl)acetamido]-2',5'-dideoxy-5-ethyluridine, 0.15 ml of butyryl chloride and 1 mg of 4-dimethylaminopyridine in 50 ml of pyridine was stored at room temperature overnight and then evaporated. The residue was subjected to flash chromatography on a column of silica gel using dichloromethane/methanol (24:1) for the elution, there being obtained 175 mg of 3'-O-butyryl-5'-[2-(2,6-dichlorophenyl)acetamido]-2',5'-dideoxy-5-ethyluridine in the form of a white solid of melting point 130°-132° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04851519
Quelldatensatzuspto-grants-1989_07
ORD IDord-552025255f174d78a61b6cbdb85f2433
Quellennotizuspto-grants-1989_07