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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 365441Generated: October 30, 2026

(3S,5R)-1-tert-Butyl 3-Methyl 5-(((Benzyloxy)carbonyl)amino)piperidine-1,3-dicarboxylate → 1-tert-Butyl 3-methyl (3S,5R)-5-aminopiperidine-1,3-dicarboxylate

https://huagongshe.com/reaction/365441

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(3S,5R)-1-tert-Butyl 3-Methyl 5-(((Benzyloxy)carbonyl)amino)piperidine-1,3-dicarboxylateHCID 70274467—
CatalystPalladiumHCID 23938—
SolventEthyl AcetateHCID 8857—
Product1-tert-Butyl 3-methyl (3S,5R)-5-aminopiperidine-1,3-dicarboxylateHCID 70274055—

Reaction Steps

1-(t-Butoxycarbonyl)-cis-3-methoxycarbonyl-5-(benzyloxycarbonyl)amino piperidine (2.55 g, 6.51 mmol) was dissolved in EtOAc (75 mL), treated with Pd/C (510 mg) and shaken on a Parr apparatus at 45 psi overnight. The reaction mixture was filtered through celite, concentrated, and chromatographed (silica gel, 2% MeOH/CH2Cl2 with NH4OH) to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06127366
Source datasetuspto-grants-2000_10
ORD IDord-0149566554324892b98fb0a53cb01d38
Source noteuspto-grants-2000_10