HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 58592764, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | tert-Butanol | HCID 6386 | — |
| Reactant | Sodium periodate | HCID 23667635 | — |
| Reactant | HCID 68579213 | HCID 68579213 | — |
| Catalyst | Osmium Tetroxide | HCID 30318 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 58592764 | HCID 58592764 | 40% |
Reaction Steps
A suspension of the vinylpyridopyrazinedione above (0.14 g, 0.74 mMol) in dioxane (6 mL) and water (3 mL) was treated with 2.5% osmium tetroxide solution in t-butanol (0.38 mL, 37 μMol) and sodium periodate (0.48 g, 2.2 nMol). After stirring for 3 h the reaction mixture was diluted with water (20 mL) and the product was purified by reversed phase HPLC (method F) using nonbuffered mobile phase. The pure product was isolated as a solid (56 mg, 40%). 1H-NMR (DMSO-d6), δ=12.80 (bs, 1H), 12.20 (bs, 1H), 10.01 (s, 1H), 8.62 (d, 1H, J=1.8 Hz), 7.78 (d, 1H, J=1.8 Hz).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07696210B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-bb87d92264b44818bc81e92d3cb923f2 |
| Source note | uspto-grants-2010_04 |