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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1829944Generated: October 26, 2026

Benzylamine → (2R,4R)-2-amino-4-benzyl-4-hydroxyglutaric acid

https://huagongshe.com/reaction/1829944

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzylamineHCID 7504—
Reactant4-Benzyl-4-hydroxy-2-ketoglutaric acidHCID 10171474—
CatalystHCID 178418390HCID 178418390—
SolventMethanolHCID 887—
Product(2R,4R)-2-amino-4-benzyl-4-hydroxyglutaric acidHCID 10354897—
Product(2S,4R)-2-amino-4-benzyl-4-hydroxyglutaric acidHCID 86595816—

Reaction Steps

0.13 g (0.52 mmol) of 4-benzyl-4-hydroxy-2-ketoglutaric acid and 0.11 ml (1.0 mmol) of benzylamine were dissolved in 5 ml of methanol, to which 0.1 g of 5% palladium carbon (50% hydrous product) was added, for reaction under hydrogen atmosphere at ambient temperature and atmospheric pressure. Two days later, the catalyst was filtered off, and the reaction solution was concentrated to dryness, to obtain 0.03 g (0.12 mmol) of (2S, 4S)/(2R, 4R)-2-amino-4-benzyl-4-hydroxyglutaric acid and 0.06 g (0.24 mmol) of (2R, 4S)/(2S, 4R)-2-amino-4-benzyl-4-hydroxyglutaric acid as a mixture.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07064219B2
Source datasetuspto-grants-2006_06
ORD IDord-f10a70ba9817404fb82c1b7e86a1a19b
Source noteuspto-grants-2006_06