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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2(1H)-Pyrimidinone, 4-amino-1-arabinofuranosyl- | HCID 114682 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Nonyl Chloroformate | HCID 544663 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | N4-nonyloxycarbonyl-1-beta-D-arabinofuranosylcytosine | HCID 13090283 | 37.3% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04367332 |
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| Source dataset | uspto-grants-1983_01 |
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| ORD ID | ord-7e063a2917d149f8967e02cab15a0838 |
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| Source note | uspto-grants-1983_01 |
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