HuagongsheHuagongshe Chemistry Print Report · For research reference only
Stannous Chloride → HCID 68029006, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Stannous Chloride | HCID 24479 | — |
| Reactant | Ammonium Acetate | HCID 517165 | — |
| Reactant | HCID 89930637 | HCID 89930637 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68029006 | HCID 68029006 | 63% |
Reaction Steps
A solution of tert-butyl{(2R)-1-{[tert-butyl(diphenyl)silyl]oxy}-3-[(3-nitro-2-oxo-1,2-dihydropyridin-4-yl)sulfanyl]propan-2-yl}carbamate (44, 507 mg, 0.87 mmol) and ammonium acetate (1.1 g, 14.0 mmol) in THF (12 ml) and water (3 ml) was treated with anhydrous tin(II) chloride (1.04 g, 5.5 mmol) and the mixture stirred at +65° C. for 22 h. The reaction mixture was diluted with DCM, washed with saturated NaHCO3, dried over MgSO4, filtered and concentrated. Purification was performed in a chromatographic column on silicagel, eluted with 30% to 100% EtOAc in hexane to afford title compound (303 mg, 63% yield) as a light green solid. MS: m/z=576.2 (MNa+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09187415B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-fee541a7b6714044903dd368f5c4aa8d |
| Source note | uspto-grants-2015_11 |