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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1744791Generated: October 26, 2026

Benzene, 1-ethenyl-3,5-bis(phenylmethoxy)- → 17beta-(Tert-butyldimethylsilyloxy)-7alpha-(3-(3,5-dibenzyloxyphenyl)-2-propenyl)-5alpha-androstan-3-one

https://huagongshe.com/reaction/1744791

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzene, 1-ethenyl-3,5-bis(phenylmethoxy)-HCID 21672619—
Reactant7alpha-Allyl-17beta-(tert-butyldimethylsilyloxy)-5alpha-androstan-3-oneHCID 69626938—
CatalystDichlororuthenium;tricyclohexyl-[phenyl-(tricyclohexyl-lambda5-phosphanyl)methyl]-lambda5-phosphaneHCID 90332616—
SolventDichloromethaneHCID 6344—
Product17beta-(Tert-butyldimethylsilyloxy)-7alpha-(3-(3,5-dibenzyloxyphenyl)-2-propenyl)-5alpha-androstan-3-oneHCID 69627056—

Reaction Conditions

Temperature30 °C

Reaction Steps

Under argon atmosphere, 7α-allyl-17β-(tert-butyldimethylsilyloxy)-5α-androstan-3-one (200 mg), 3,5-dibenzyloxystyrene (285 mg) and benzylidene-bis(tricyclohexylphosphine)-dichlororuthenium (37 mg) were dissolved in methylene chloride (2.5 ml) and stirred at 30° C. for 14 hours. After evaporation under reduced pressure to remove the solvent, the residue was purified by silica gel column chromatography (eluent: ethyl acetate/n-hexane=1/5) to give 17β-(tert-butyldimethylsilyloxy)-7α-(3-(3,5-dibenzyloxyphenyl)-2-propenyl)-5α-androstan-3-one.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07018993B2
Source datasetuspto-grants-2006_03
ORD IDord-79701daf5f684d22878e45f58f0c6585
Source noteuspto-grants-2006_03