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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 924454Generated: November 3, 2026

benzyl (3S,5R)-3-[(tert-butoxycarbonyl)amino]-5-(trifluoromethyl)piperidine-1-carboxylate → tert-butyl N-[(3S,5R)-5-(trifluoromethyl)piperidin-3-yl]carbamate

https://huagongshe.com/reaction/924454

Reaction equation

Participants

RoleNameHCIDCharge
Reactantbenzyl (3S,5R)-3-[(tert-butoxycarbonyl)amino]-5-(trifluoromethyl)piperidine-1-carboxylateHCID 86726898—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Producttert-butyl N-[(3S,5R)-5-(trifluoromethyl)piperidin-3-yl]carbamateHCID 73977851101.1%

Reaction Steps

A mixture of benzyl (3S,5R)-3-[(tert-butoxycarbonyl)amino]-5-(trifluoromethyl)piperidine-1-carboxylate (3.86 g, 9.59 mmol) in MeOH (50 mL) was hydrogenated in the presence of 10% Pd on carbon (0.30 g) under 25 psi of hydrogen for 2 h. The reaction mixture was filtered and the filtrate was concentrated under reduced pressure to give the sub-title compound (2.6 g, 100%). LCMS calc. for C11H20F3N2O2(M+H)+: m/z=269.1. found: 269.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278950B2
Source datasetuspto-grants-2016_03
ORD IDord-3749bbaddbaf4c39993188c6bfc1e22a
Source noteuspto-grants-2016_03