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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1744792Generated: October 30, 2026

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

https://huagongshe.com/reaction/1744792

Reaction equation

Participants

RoleNameHCIDCharge
Reactant17beta-(Tert-butyldimethylsilyloxy)-7alpha-(3-(3,5-dibenzyloxyphenyl)-2-propenyl)-5alpha-androstan-3-oneHCID 69627056—
CatalystPalladiumHCID 23938—
SolventEthyl AcetateHCID 8857—
Product17beta-(Tert-butyldimethylsilyloxy)-7alpha-(3-(3,5-dihydroxyphenyl)propyl)-5alpha-androstan-3-oneHCID 6962692843%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07018993B2
Source datasetuspto-grants-2006_03
ORD IDord-af589ffb4fb1432a8fc277d7143b8be5
Source noteuspto-grants-2006_03