Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1430866Generated: November 1, 2026

Trifluoroacetic acid → 2-(((Tert-butyldimethylsilyl)oxy)methyl)-1-(oxetan-3-yl)piperazine

https://huagongshe.com/reaction/1430866

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTert-butyl 3-(((tert-butyldimethylsilyl)oxy)methyl)-4-(oxetan-3-yl)piperazine-1-carboxylateHCID 86708558—
SolventDichloromethaneHCID 6344—
Product2-(((Tert-butyldimethylsilyl)oxy)methyl)-1-(oxetan-3-yl)piperazineHCID 8670855797.7%

Reaction Steps

Tert-butyl 3-(((tert-butyldimethylsilyl)oxy)methyl)-4-(oxetan-3-yl)piperazine-1-carboxylate (714 mg, 1.847 mmol) was taken up in DCM (8 mL) and TFA (2.85 mL, 36.9 mmol) was added. The reaction was stirred at rt for 30 min. The solvent was removed in vacuo and the material was dissolved in MeOH. The solution was loaded onto an SCX column (3×5 g, benzenesulfonic acid sorbent) and the columns were flushed with MeOH, then 7N NH3/MeOH to release the product. (+/−) 2-(((tert-butyldimethylsilyl)oxy)methyl)-1-(oxetan-3-yl)piperazine (517 mg) was obtained as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08940736B2
Source datasetuspto-grants-2015_01
ORD IDord-9889665f4a404638b8d1e253f7ef2a9b
Source noteuspto-grants-2015_01