HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2-Cyclohexylethanol → 9-(2-Cyclohexylethyl)-6-(2-furyl)-9H-purine-2-amine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2-Cyclohexylethanol | HCID 20508 | — |
| Edukt | Di-tert-butyl azodicarboxylate | HCID 97268 | — |
| Edukt | 6-(furan-2-yl)-9H-purin-2-amine | HCID 178508247 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 9-(2-Cyclohexylethyl)-6-(2-furyl)-9H-purine-2-amine | HCID 59835098 | 58,9% |
Reaktionsschritte
A solution of 6-(2-furyl)-1H-purine-2-amine (25 mg, 0.12 mmol) in anhydrous DMF (0.5 mL) and anhydrous THF (2 mL) was treated with triphenylphosphine polystyrene (65 mg, 0.25 mmol) and 2-cyclohexylethanol (35 mg, 0.25 mmol), shaken at room temperature for 10 min, treated with di-tert-butyl azodicarboxylate (0.058 g, 0.25 mmol), shaken at room temperature for 16 h, filtered and concentrated in vacuo. The resulting oil was dissolved in CH2Cl2 (2 mL) and TFA (1 mL), shaken for 2 h and concentrated in vacuo. The resulting oil was dissolved in CH2Cl2 (3 mL), shaken with 1-M aq HCl (1 mL) for 15 min and the organic phase concentrated in vacuo and purified by chromatography (SiO2; EtOAc) to give the title compound (22 mg, 57%) as a yellow solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07452894B2 |
| Quelldatensatz | uspto-grants-2008_11 |
| ORD ID | ord-d26ba319f471470d8cfa8588437719c1 |
| Quellennotiz | uspto-grants-2008_11 |