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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 549932Generated: October 31, 2026

Benzyl (S)-4-((1-(tert-butoxycarbonyl)piperidin-3-yl)methyl)piperazine-1-carboxylate → Benzyl 4-[(3R)-piperidin-3-ylmethyl]piperazine-1-carboxylate

https://huagongshe.com/reaction/549932

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl (S)-4-((1-(tert-butoxycarbonyl)piperidin-3-yl)methyl)piperazine-1-carboxylateHCID 59846076—
SolventDichloromethaneHCID 6344—
SolventTrifluoroacetic acidHCID 6422—
ProductBenzyl 4-[(3R)-piperidin-3-ylmethyl]piperazine-1-carboxylateHCID 59846067106.2%

Reaction Steps

Benzyl 4-{[(3S)-1-(tert-butoxycarbonyl)piperidin-3-yl]methyl}piperazine-1-carboxylate (4.46 g) was stirred in a mixture of trifluoroacetic acid (20 ml) and dichloromethane (200 ml) for two hours at room temperature. The reaction mixture was concentrated in vacuo and the resulting oil separated between ethyl acetate (200 ml) and saturated aqueous sodium bicarbonate solution (500 ml). The ethyl acetate layer was separated, dried over magnesium sulphate, filtered then concentrated in vacuo to give the title compound (3.6 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07943768B2
Source datasetuspto-grants-2011_05
ORD IDord-ebbd9f3c67594356b9fca442f9c3c2e2
Source noteuspto-grants-2011_05