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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 451311Generated: October 30, 2026

(2S,5R)-6-(Benzyloxy)-N-[2-(dimethylamino)pyridin-4-yl]-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide → (2S,5R)-N-[2-(dimethylamino)pyridin-4-yl]-6-hydroxy-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide

https://huagongshe.com/reaction/451311

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2S,5R)-6-(Benzyloxy)-N-[2-(dimethylamino)pyridin-4-yl]-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamideHCID 58530144—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product(2S,5R)-N-[2-(dimethylamino)pyridin-4-yl]-6-hydroxy-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamideHCID 58530063—

Reaction Steps

Palladium on carbon (10.4 mg; 10% Pd/C) was added to a solution of (2S,5R)-6-(benzyloxy)-N-[2-(dimethylamino)pyridin-4-yl]-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide (47.8 mg, 0.121 mmol) in methanol (2 mL) and the resulting mixture was stirred under hydrogen (balloon) overnight. HPLC analysis showed reaction complete. The reaction mixture was filtered through a microfilter and the filtrate was concentrated under vacuum to afford the title compound as a colorless oil which was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08487093B2
Source datasetuspto-grants-2013_07
ORD IDord-3fc75c5ef5574186835ccb22904c6ac4
Source noteuspto-grants-2013_07