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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 516150Generated: October 29, 2026

Imidazole → HCID 69332404, compound

https://huagongshe.com/reaction/516150

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
Reactanttert-ButyldiphenylchlorosilaneHCID 94078—
ReactantSodium BicarbonateHCID 516892—
ReactantN-Boc-trans-4-hydroxy-L-prolinolHCID 11275979—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 69332404HCID 69332404—

Reaction Conditions

Temperature0 °C

Reaction Steps

1-N-Boc-(2S,4R)-4-hydroxy-2-(hydroxymethyl)-pyrrolidine (500 mg) was dissolved in DMF (4.0 ml), and imidazole (164 mg) was added to the dissolution. After cooling to 0° C., tert-butylchlorodiphenylsilane (616 μl) was added to the mixture, and stirred for 1 hour. Ethyl acetate and a saturated aqueous sodium bicarbonate solution were added to the reaction mixture to separate the organic layer. After being washed with a saturated sodium chloride solution, the organic layer was dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The resulting residue was purified by silica gel column chromatography (developing solvent: hexane/ethyl acetate) to obtain the title compound as a colorless, oily substance (655 mg). Physical properties: m/z [M+H]+ 456.2

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09108973B2
Source datasetuspto-grants-2015_08
ORD IDord-ab78333f2d6e4a2bb49f9ca17ea12fe7
Source noteuspto-grants-2015_08