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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1963060Generated: October 31, 2026

Imidazole → (S)-2-[2-(tert-butyl-dimethyl-silyloxy)-ethyl)-piperazine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/1963060

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
Reactant(S)-tert-butyl 2-(2-hydroxyethyl)piperazine-1-carboxylateHCID 12046236—
SolventDichloromethaneHCID 6344—
Product(S)-2-[2-(tert-butyl-dimethyl-silyloxy)-ethyl)-piperazine-1-carboxylic acid tert-butyl esterHCID 67773623100.1%

Reaction Steps

Tert-butyl-dimethyl-silyl chloride (3.62 g, 24.02 mmol) and imidazole (3.27 g, 48.03 mmol) were added to a solution of the compound of step 2 (4.609 g, 20.01 mmol) in 75 ml of DCM and the resulting solution was stirred at room temperature for 3 h. The mixture was washed with 50 ml of water and then 50 ml of brine. The aqueous phase was extracted once with DCM. The combined organic phases were dried over sodium sulfate, filtered and evaporated under reduced pressure to give 6.90 g of the title compound as a pale yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415336B2
Source datasetuspto-grants-2013_04
ORD IDord-27cf665530d9482a841b79e0fbebd370
Source noteuspto-grants-2013_04