HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl morpholine oxide → 14beta,15beta-Epoxy-17beta-(3-furyl)-5beta-androstan-3-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl morpholine oxide | HCID 82029 | — |
| Reactant | 14beta,15beta-Epoxy-17beta(3-furyl)-5beta-androstan-3beta-ol | HCID 86748788 | — |
| Catalyst | HCID 178419074 | HCID 178419074 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 14beta,15beta-Epoxy-17beta-(3-furyl)-5beta-androstan-3-one | HCID 86748787 | 158.9% |
Reaction Steps
To a solution of 5.0 g of 14β,15β-epoxy-17β-(3-furyl)-5β-androstan-3β-ol (E. Yoshii et al., Chem. Pharm. Bull., 1976, 24, 3216) in 70 ml of methylene chloride, 2.5 g of 4-methylmorpholine N-oxide, 0.25 g of tetrapropylammonium perruthenate and 4.0 g of powdered 4A molecular sieves were added at room temperature. After 4 hrs the solvent was evaporated to dryness under reduced pressure and the crude product purified by flash-chromatography (SiO2) using n-hexane/ethyl acetate 70/30 as eluant to give 7.9 g of 14β,15β-epoxy-17β-(3-furyl)-5β-androstan-3-one as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05432169 |
| Source dataset | uspto-grants-1995_07 |
| ORD ID | ord-5433a7293a82450387910f2a16ff036f |
| Source note | uspto-grants-1995_07 |