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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1182873Generated: October 31, 2026

Imidazole → 4,4-Dimethyl-17beta-tert-butyldimethylsilyloxyandrost-5-en-3-one

https://huagongshe.com/reaction/1182873

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantWaterHCID 962—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
Reactant17beta-Hydroxy-4,4-dimethylandrost-5-en-3-oneHCID 224156—
SolventDimethylformamideHCID 6228—
Product4,4-Dimethyl-17beta-tert-butyldimethylsilyloxyandrost-5-en-3-oneHCID 6872911793%

Reaction Steps

To a suspension of 4,4-dimethyl-17β-hydroxyandrost-5-en-3-one (3.34 g) in DMF (30 ml), imidazole (1.40 g) and tert-butyldimethylsilyl chloride (3.15 g) were added. After stirring the mixture overnight at RT, water was added, and stirring was continued for 30 min at 0° C. The formed solid was filtered and, after drying, 4,4-dimethyl-17β-tert-butyldimethylsilyloxyandrost-5-en-3-one was obtained (4.0 g, 93% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08664210B2
Source datasetuspto-grants-2014_03
ORD IDord-16094f7580d44b2e9ebdb586b50780bf
Source noteuspto-grants-2014_03