HuagongsheHuagongshe Chemistry Print Report · For research reference only
17beta-(Tert-butyldimethylsilyloxy)-7alpha-(3-(3,5-dibenzyloxyphenyl)-2-propenyl)-5alpha-androstan-3-one → 17beta-(Tert-butyldimethylsilyloxy)-7alpha-(3-(3,5-dihydroxyphenyl)propyl)-5alpha-androstan-3-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 17beta-(Tert-butyldimethylsilyloxy)-7alpha-(3-(3,5-dibenzyloxyphenyl)-2-propenyl)-5alpha-androstan-3-one | HCID 69627056 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 17beta-(Tert-butyldimethylsilyloxy)-7alpha-(3-(3,5-dihydroxyphenyl)propyl)-5alpha-androstan-3-one | HCID 69626928 | 43% |
Reaction Steps
The resulting 17β-(tert-butyldimethylsilyloxy)-7α-(3-(3,5-dibenzyloxyphenyl)-2-propenyl)-5α-androstan-3-one was dissolved in ethyl acetate (3 ml) and stirred in the presence of 10% palladium/carbon (50 mg) at 25° C. for 4 days under hydrogen atmosphere. After the reaction mixture was filtered and evaporated under reduced pressure to remove the solvent, the resulting residue was purified by silica gel column chromatography (eluent: ethyl acetate/n-hexane=1/1) to give 17β-(tert-butyldimethylsilyloxy)-7α-(3-(3,5-dihydroxyphenyl)propyl)-5α-androstan-3-one (107.5 mg, yield 43%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07018993B2 |
| Source dataset | uspto-grants-2006_03 |
| ORD ID | ord-af589ffb4fb1432a8fc277d7143b8be5 |
| Source note | uspto-grants-2006_03 |