HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrogen Peroxide → (4R,4aS,12bS)-4a-hydroxy-9-methoxy-3-methyl-2,4,7a,13-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrogen Peroxide | HCID 784 | — |
| Reactant | Peracetic Acid | HCID 6585 | — |
| Reactant | Oxycodone | HCID 5284603 | — |
| Reactant | Codeinone | HCID 5459910 | — |
| Reactant | (4R,7aR,12bS)-7,9-dimethoxy-3-methyl-2,4,7a,13-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline;2,3,4-trihydroxy-4-oxobutanoate | HCID 131728625 | — |
| Solvent | Formic Acid | HCID 284 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | (4R,4aS,12bS)-4a-hydroxy-9-methoxy-3-methyl-2,4,7a,13-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one | HCID 5359420 | — |
Reaction Steps
Oxycodone has also been prepared from thebaine bitartrate and codeinone ethyldienol ether by oxidation with hydrogen peroxide in formic acid and isopropanol, followed by catalytic hydrogenation5. Oxycodone has also been prepared by the oxidation with peracetic acid of codeinone dienol silylether in organic solvents to give 14-hydroxycodeinone, followed by catalytic hydrogenation in acetic acid solution15.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07875719B2 |
| Source dataset | uspto-grants-2011_01 |
| ORD ID | ord-4a9bcdf3242041dfa8552b1c331e322b |
| Source note | uspto-grants-2011_01 |