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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1164142Erstellt: 26. Oktober 2026

Triethylamine → N4-butyloxycarbonyl-1-beta-D-arabinofuranosylcytosine

https://huagongshe.com/reaction/1164142

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktButyl chloroformateHCID 61140—
Edukt2(1H)-Pyrimidinone, 4-amino-1-arabinofuranosyl-HCID 114682—
LösungsmittelEthanolHCID 702—
LösungsmittelDimethylacetamideHCID 31374—
ProduktN4-butyloxycarbonyl-1-beta-D-arabinofuranosylcytosineHCID 1309027050%

Reaktionsschritte

To a solution of 4.0 g of arabinofuranosylcytosine dissolved in 50 ml of dimethylacetamide, there are added 5.0 g of triethylamine and 3.37 g of butyloxycarbonyl chloride. The reaction is carried out by stirring the mixture at room temperature for 3 hours. After completion of the reaction, the solvent is evaoprated under reduced pressure. The residue is diluted with 20 ml of ethanol, followed by addition of 150 ml of petroleum ether. After the mixture is stirred at 0° to 5° C. for one hour, the resultant precipitates are collected by filtration. The precipitates are dissolved in 15 ml of methanol and then 100 ml of water is added to the resultant solution. The mixture is left to stand in a refrigerator and the precipitated crystals are filtered to give 2.8 g of N4 -butyloxycarbonyl-1-β-D-arabinofuranosylcytosine (Yield:50%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04367332
Quelldatensatzuspto-grants-1983_01
ORD IDord-d7ea7f7b48384afca8aa126ee48a750b
Quellennotizuspto-grants-1983_01