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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1620461Generated: November 4, 2026

(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide → (2S,5R)-6-Hydroxy-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide

https://huagongshe.com/reaction/1620461

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamideHCID 57389435—
CatalystHCID 178418390HCID 178418390—
SolventMethanolHCID 887—
Product(2S,5R)-6-Hydroxy-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamideHCID 66921332119.3%

Reaction Steps

445 mg of (2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide was dissolved in methanol (16 mL), and 80 mg of 10% palladium-carbon (50% water content) was added, followed by stirring for 0.75 hours under hydrogen atmosphere. The catalyst of the reaction mixture was filtered through celite, and the solvent was concentrated under reduced pressure and dried under vacuum to afford 357 mg of the title compound as a colorless solid (quantitative).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08772490B2
Source datasetuspto-grants-2014_07
ORD IDord-f308c67202dd4b188c778638d12305ad
Source noteuspto-grants-2014_07