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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2217522Generated: October 30, 2026

Imidazole → HCID 68806846, compound

https://huagongshe.com/reaction/2217522

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
Reactant2-DimethylaminopyridineHCID 21885—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
ReactantN-Boc-cis-4-hydroxy-D-prolineHCID 688616—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 68806846HCID 68806846—

Reaction Steps

(2R,4R)-4-Hydroxy-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester (1.5 g, 6.5 mmol) was dissolved in 20 mL DMF, added imidazole (1.1 g, 16 mmol), dimethylaminopyridine (80 mg, 0.65 mmol), and tert-butyldimethylsilyl chloride (1.08 g, 7.1 mmol). Stirred at ambient temperature overnight, dissolved in 150 mL EtOAc, washed with 10% citric acid (3×100 mL), water (2×100 mL), brine, dried with MgSO4, filtered, and concentrated. Redissolved in 50 mL CHCl3 and reconcentrated to yield title compound as a clear oil. (1.54 g, 69%) APCI (AP−): 344.2 (M−H)−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07407974B2
Source datasetuspto-grants-2008_08
ORD IDord-de445ade55a840dfa465af77c4953118
Source noteuspto-grants-2008_08