HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Hydroxide → (15alpha,16alpha)-15,16-Dihydro-3-methoxy-3′H-cycloprop[15,16]androsta-3,5,15-trien-17-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | Sulfoxonium, trimethyl-, iodide (1:1) | HCID 74498 | — |
| Reactant | (15alpha)-15-(Acetyloxy)-3-methoxyandrosta-3,5-dien-17-one | HCID 54571005 | — |
| Solvent | Water | HCID 962 | — |
| Product | (15alpha,16alpha)-15,16-Dihydro-3-methoxy-3′H-cycloprop[15,16]androsta-3,5,15-trien-17-one | HCID 14031648 | — |
Reaction Steps
The 15α-acetoxy-3-methoxy-androsta-3,5-diene-17-one of the general formula (V) is treated with a reagent prepared in situ from trimethylsulfoxonium iodide and potassium hydroxide in a solvent, the reaction mixture is stirred for 6 hours then added to water. The precipitate is filtered off, washed to remove the mother liquor and dried. Finally the 15β,16β-methylene-3-methoxy-androsta-3,5-diene-17-one obtained (a compound of the general formula (VII)) is crystallized from methanol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08309712B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-d69b324726f64ac9a397ee4b3d93a330 |
| Source note | uspto-grants-2012_11 |