HuagongsheHuagongshe Chemistry Print Report · For research reference only
Adenine → HCID 178508642, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Adenine | HCID 190 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 18-Crown-6 | HCID 28557 | — |
| Reactant | cis-3-(Hydroxymethyl)cyclobutyl Tosylate | HCID 18954691 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178508642 | HCID 178508642 | 98.1% |
Reaction Steps
To a solution of 720 mg (2.0 mmol) of 3[[(4-methylphenyl)sulfonyl]oxy]cyclobutanemethanol, benzoate ester (95% trans isomer and 5% cis isomer) in 20 ml of dry dimethylformamide under nitrogen was added adenine (405 mg, 3 mmol), 18-crown-6 (528 mg, 2 mmol), and potassium carbonate (414 mg, 3 mmol). The mixture was stirred at 110° for 18 hours and then concentrated in vacuo to a residue. Water was added and the suspension was adjusted to pH 7.0 using 1N hydrochloric acid. Removal of solvent in vacuo gave a residue, which was chromatographed over 200 ml of LPS-1 silica gel using 4% methanol in dichloromethane to give 430 mg of desired product as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05369098 |
| Source dataset | uspto-grants-1994_11 |
| ORD ID | ord-969e11c47b8c473e94ae141f12c52092 |
| Source note | uspto-grants-1994_11 |