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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 231471Erstellt: 24. Oktober 2026

Ethanol → 2,3'-Anhydrothymidine

https://huagongshe.com/de/reaction/231471

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthanolHCID 702—
EduktThymidineHCID 5789—
LösungsmittelDimethylformamideHCID 6228—
Produkt2,3'-AnhydrothymidineHCID 691575260,3%

Reaktionsbedingungen

Temperatur70 °C

Reaktionsschritte

Thymidine (85.4 g; 0.353 mol) was dissolved in 500 mL dry DMF (dimethyl formamide) and added to N-(2-chloro-1,1,2-trifluoroethyl)dielthylamine (100.3 g; 0.529 mol) [prepared according to the method of D. E. Ayer, J. Med. Chem. 6, 608 (1963)]. This solution was heated at 70° C. for 30 minutes then poured into 950 mL ethanol with vigorous stirring. The product precipitated from this solution and was filtered. The ethanol supernatant was refrigerated then filtered to yield a total of 47.75 g (0.213 mol; 60.3%) of 2,3'-anhydrothymidine mp=228°-230° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04847244
Quelldatensatzuspto-grants-1989_07
ORD IDord-99324ecd70804335bdb9eb376edc8cad
Quellennotizuspto-grants-1989_07