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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2275023Generated: November 3, 2026

Benzyl 3-((tert-butoxycarbonyl)amino)-4-hydroxypiperidine-1-carboxylate → tert-Butyl N-[(3R,4S)-4-hydroxypiperidin-3-yl]carbamate

https://huagongshe.com/reaction/2275023

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl 3-((tert-butoxycarbonyl)amino)-4-hydroxypiperidine-1-carboxylateHCID 67972312—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Producttert-Butyl N-[(3R,4S)-4-hydroxypiperidin-3-yl]carbamateHCID 11817860498%

Reaction Steps

A solution of benzyl 3-((tert-butoxycarbonyl)amino)-4-hydroxypiperidine-1-carboxylate (141 mg, 0.402 mmol) in methanol (8.05 mL) was hydrogenated using the H-cube (settings: 25° C., full H2 mode, 1 mL/min flow rate) and 10% Pd/C CatCart 30 as the catalyst. The eluent was evaporated in vacuo to give the required tert-butyl(4-hydroxypiperidin-3-yl)carbamate (85.1 mg, 0.393 mmol, 98% yield) as a clear oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09127003B2
Source datasetuspto-grants-2015_09
ORD IDord-5bcd41e748b34f17a3cfbb8517155d16
Source noteuspto-grants-2015_09