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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1050559Generated: November 1, 2026

(2R,3R)-benzyl 3-(tert-butoxycarbonylamino)-2-methylpiperidine-1-carboxylate → tert-butyl N-[(2R,3R)-2-methylpiperidin-3-yl]carbamate

https://huagongshe.com/reaction/1050559

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2R,3R)-benzyl 3-(tert-butoxycarbonylamino)-2-methylpiperidine-1-carboxylateHCID 59223903—
CatalystPalladiumHCID 23938—
SolventIsopropanolHCID 3776—
Producttert-butyl N-[(2R,3R)-2-methylpiperidin-3-yl]carbamateHCID 40152174104.1%

Reaction Steps

(2R,3R)-Benzyl 3-(tert-butoxycarbonylamino)-2-methylpiperidine-1-carboxylate (308) (1.7 g, 4.9 mmol) was dissolved in IPA (20 mL). 10% Pd/C (1 g) was added and the mixture was hydrogenated on a Parr shaker at 50 psi pressure for 12 hours. The reaction mixture was filtered through celite, and the solvent was removed under reduced pressure to give tert-butyl (2R,3R)-2-methylpiperidin-3-ylcarbamate (310), (1.1 g, 5.1 mmol, 100% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09382246B2
Source datasetuspto-grants-2016_07
ORD IDord-af9cce8e479d4a729597a563d48d32f6
Source noteuspto-grants-2016_07