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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 535050Generated: October 27, 2026

2-benzyl 3-methyl (2S,3S,5R)-1-benzyl-5-hydroxypiperidine-2,3-dicarboxylate → (2S,3S,5R)-5-hydroxy-3-(methoxycarbonyl)piperidine-2-carboxylic acid

https://huagongshe.com/reaction/535050

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-benzyl 3-methyl (2S,3S,5R)-1-benzyl-5-hydroxypiperidine-2,3-dicarboxylateHCID 131731926—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product(2S,3S,5R)-5-hydroxy-3-(methoxycarbonyl)piperidine-2-carboxylic acidHCID 67305204—

Reaction Steps

A mixture of 2-benzyl 3-methyl (2S,3S,5R)-1-benzyl-5-hydroxypiperidine-2,3-dicarboxylate (1.00 g, 0.00261 mol) in 10 mL of methanol was hydrogenated in the presence of 10% Pd/C, under a balloon pressure of hydrogen, for 3 h. After filtered off the catalyst, the filtration was concentrated to dry in vacuo and used directly in next step. MS (ESI): (M+H)+=204.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853243B2
Source datasetuspto-grants-2014_10
ORD IDord-429d373a67c84012a56908ca36be63c7
Source noteuspto-grants-2014_10