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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1252266Erstellt: 25. Oktober 2026

DL-alpha-Tocopherol → Isopropylidene-5-bromouridine

https://huagongshe.com/reaction/1252266

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDL-alpha-TocopherolHCID 2116—
Eduktp-Toluenesulfonic acidHCID 6101—
EduktPhosphorus oxychlorideHCID 24813—
Edukt5-BromouridineHCID 91494—
LösungsmittelAcetoneHCID 180—
LösungsmittelBenzeneHCID 241—
LösungsmittelPyridineHCID 1049—
ProduktIsopropylidene-5-bromouridineHCID 67931710—

Reaktionsschritte

The phosphrylation reaction described in Example 1 is repeated except that 4.3 g (0.01 mol) of DL-alpha-tocopherol, 4 g of pyridine, 3.06 g of phosphorus oxychloride, and 50 ml of benzene are used. Separately, 5-bromouridine is treated with p-toluene-sulfonic acid in aceton to give isopropylidene-5-bromouridine and 4.35 g (0.012 mol) of this isopropylidene-5-bromouridine and 2 g of pyridine are dissolved in 60 ml of tetrahydrofuran. Then, the reaction and workup procedures of Example 1 are followed to give the potassium salt and, then, the free acid. The free acid is recrystallized from ethanol to give 2.5 g of colorless crystals melting at 177°-178° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04742163
Quelldatensatzuspto-grants-1988_05
ORD IDord-65eadf7818c243e69ef7911104a904e9
Quellennotizuspto-grants-1988_05