HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1181211Generated: October 27, 2026
Sodium Hydroxide → N9-phenethyl-8-(diethylphosphonomethyl-aminocarbonyl)adenine
https://huagongshe.com/reaction/1181211
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Diethyl (aminomethyl)phosphonate | HCID 1596920 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | N9-phenethyl-8-methoxycarbonyladenine | HCID 42637713 | — |
| Solvent | Methanol tetrahydrofuran water | HCID 21892291 | — |
| Product | N9-phenethyl-8-(diethylphosphonomethyl-aminocarbonyl)adenine | HCID 42637081 | — |
Reaction Steps
N9-phenethyl-8-(methoxycarbonyl)adenine (1 mmol, prepared as in Step A of Example 5) was treated with sodium hydroxide (1.2 mmol) in THF:MeOH:H2O (3:2:1) at 25° C. for 1.5 h. The reaction mixture was evaporated to dryness, and the residue was dissolved in DMF, treated with diethyl aminomethylphosphonate (1.5 mmol), EDCl (1-(3-dimethyl-aminopropyl)-3-ethylcarbodiimide hydrochloride, 1.3 mmol), HOBt (1-hydroxy-benzotriazole hydrate, 1.5 mmol), and stirred at 25° C. for 24 h. Extraction and chromatography gave N9-phenethyl-8-(diethylphosphonomethyl-aminocarbonyl)adenine as a white solid. TLC: Rf=0.1, EtOAc.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07285543B2 |
|---|
| Source dataset | uspto-grants-2007_10 |
|---|
| ORD ID | ord-abd593031133407db7fcf2c800fd0395 |
|---|
| Source note | uspto-grants-2007_10 |
|---|
