HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Sulfanyloxolan-2-one → HCID 58392663, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Sulfanyloxolan-2-one | HCID 139666 | — |
| Reactant | HCID 67352569 | HCID 67352569 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 58392663 | HCID 58392663 | 13.14% |
Reaction Steps
A solution of compound 93 and 1,1-carbonyldiimidazole (74.3 mg, 0.458 mmol) in dry DMF (3 ml) is stirred under nitrogen at RT for 1 hour and at 65° C. for 1 hour 30 minutes. The mixture is cooled to RT and 4-dimethylaminopyridine (46.7 mg, 0.382 mmol) and a solution of 3-mercaptodihydrofuran-2(3H)-one (54.1 mg, 0.458 mmol) in dry DMF (1.2 ml) are added. The mixture is stirred at RT for 1 hour then at 70° C. for 48 hours. The mixture is diluted with AcOEt and washed with brine. The organic phase is dried over Na2SO4 and filtered. The solvent is evaporated to give a brown oil which is purified by silica gel chromatography (AcOEt/petroleum ether 45/55) to afford the title compound (30 mg, 0.050 mmol, 13.14% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08481517B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-1890b570f9d541c1ba5ac9dd81d1e1d0 |
| Source note | uspto-grants-2013_07 |