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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1164145Generated: October 26, 2026

2(1H)-Pyrimidinone, 4-amino-1-arabinofuranosyl- → N4-nonyloxycarbonyl-1-beta-D-arabinofuranosylcytosine

https://huagongshe.com/reaction/1164145

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2(1H)-Pyrimidinone, 4-amino-1-arabinofuranosyl-HCID 114682—
ReactantSodium BicarbonateHCID 516892—
ReactantNonyl ChloroformateHCID 544663—
SolventDimethylacetamideHCID 31374—
ProductN4-nonyloxycarbonyl-1-beta-D-arabinofuranosylcytosineHCID 1309028337.3%

Reaction Conditions

Temperature22.5 °C

Reaction Steps

In 120 ml of dimethylacetamide, 6.0 g of arabinofuranosylcytosine is dissolved and to the resultant solution are added 4.15 g of sodium hydrogen carbonate and 7.66 g of nonyloxycarbonyl chloride. The mixture is then allowed to react under stirring at 20 to 25° C. for 2 hours. After the reaction, the solvent is removed under reduced pressure and the residue is dissolved in a small amount of ethanol. Water is then added to the resultant solution and the precipitated solids are collected by filtration, followed by drying. The white powders obtained are washed thoroughly with ethyl ether to obtain 3.8 g of N4 -nonyloxycarbonyl-1-β-D-arabinofuranosylcytosine (Yield:37%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04367332
Source datasetuspto-grants-1983_01
ORD IDord-7e063a2917d149f8967e02cab15a0838
Source noteuspto-grants-1983_01