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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 495603Generated: October 30, 2026

Imidazole → HCID 14629888, compound

https://huagongshe.com/reaction/495603

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
ReactantCbz-D-prolinolHCID 5314177—
SolventDimethylformamideHCID 6228—
ProductHCID 14629888HCID 1462988890.8%

Reaction Steps

A solution of D1 (9.70 g, 0.04 mol), imidazole (1.05 eq., 2.95 g) and tert-butyldimethylsilyl chloride (1.1 eq., 6.22 g) in DMF (dry, 50 ml) was stirred overnight at ambient temperature. Solvent was removed under reduced pressure and the residue partitioned between Et2O and water. The aqueous phase was separated and the organic phase washed with dilute HCl (0.5M, 2×100 ml), followed by water (2×100 ml) and the organic phase was then dried (anhydrous MgSO4), filtered and concentrated under reduced pressure to afford an oil (12.70 g). This was used in the next step without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06939891B2
Source datasetuspto-grants-2005_09
ORD IDord-f50dd52f6f494823b6494a092f53e6b3
Source noteuspto-grants-2005_09