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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 69987Generated: October 28, 2026

Imidazole → HCID 131729684, compound

https://huagongshe.com/reaction/69987

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
Reactant2-DimethylaminopyridineHCID 21885—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
ReactantHCID 131729683HCID 131729683—
SolventDichloromethaneHCID 6344—
ProductHCID 131729684HCID 131729684—

Reaction Steps

A solution of cis (+/−)-benzyl 3-(tert-butoxycarbonylamino)-5-(hydroxymethyl)piperidine-1-carboxylate (1.0 eq.), imidazole (1.1 eq.), tert-butyl-dimethylsilylchloride (1.1 eq.) and dimethylaminopyridine (0.1 eq.) in dichloromethane at a concentration of 0.1 M was sired for 18 hours at which time the volatiles were removed in vacuo. Direct purification of the crude material by column chromatography (20% ethyl acetate/hexanes) yielded cis (+/−)-benzyl 3-(tert-butoxycarbonylamino)-5-((tert-butyldimethylsilyloxy)methyl)piperidine-1-carboxylate. LCMS (m/z): 379.0 (MH-Boc+); LC Rt=5.95 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822497B2
Source datasetuspto-grants-2014_09
ORD IDord-69a117c441224a419f99e47585e47974
Source noteuspto-grants-2014_09