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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2365535Generated: October 30, 2026

Imidazole → HCID 67087069, compound

https://huagongshe.com/reaction/2365535

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
ReactantHCID 67086706HCID 67086706—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67087069HCID 67087069—

Reaction Conditions

Temperature70 °C

Reaction Steps

To a stirred solution of (R)-2-Amino-5-(4-hydroxy-phenyl)-pentanoic acid amide (5 g, 24.01 mmol) in THF (250 ml) is added imidazole (4.90 g, 72 mmol), followed by tert-butyldimethylchlorosilane (3.98 g, 26.4 mmol). The resulting solution is heated at 70° C. for 4 hours and then allowed to cool to room temperature. Dilution with Et2O (200 ml) washing with water (2×100 ml) and brine (100 ml), drying MgSO4, and concentration in vacuo yields (R)-2-Amino-5-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-pentanoic acid amide; [M+H]+ 323

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08697687B2
Source datasetuspto-grants-2014_04
ORD IDord-abc3c3f198d543569e44422fffe40201
Source noteuspto-grants-2014_04