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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1942485Generated: November 2, 2026

Imidazole → HCID 58376081, compound

https://huagongshe.com/reaction/1942485

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
Reactanttert-ButyldiphenylchlorosilaneHCID 94078—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 58375893HCID 58375893—
SolventDichloromethaneHCID 6344—
ProductHCID 58376081HCID 5837608196.3%

Reaction Steps

To a solution of tert-butyl (2R,5R)-5-[[(benzyloxy)carbonyl](isopropyl)amino]-2-(hydroxy-ethyl)piperidine-1-carboxylate (2.93 g) in methylene chloride (35 ml) were added tert-butyl diphenyl-chlorosilane (2.30 g) and imidazole (569 mg), and the mixture was stirred at room temperature for 4 hours. To the mixture was added a saturated aqueous sodium hydrogen carbonate solution (10 ml), and the mixture was extracted with chloroform (100 ml). The organic layer was dried over sodium sulfate, filtered, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (the developing solvent: hexane/ethyl acetate=12/1) to give the title compound (4.42 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08389511B2
Source datasetuspto-grants-2013_03
ORD IDord-32a9241e9e8c4741b42671b0c2c103a0
Source noteuspto-grants-2013_03