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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 870828Generated: October 25, 2026

3-((2S,5R)-6-(benzyloxy)-7-oxo-1,6-diaza-bicyclo[3.2.1]octan-2-yl)isoxazole-5-carboxamide → 3-((2S,5R)-6-hydroxy-7-oxo-1,6-diaza-bicyclo[3.2.1]octan-2-yl)isoxazole-5-carboxamide

https://huagongshe.com/reaction/870828

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-((2S,5R)-6-(benzyloxy)-7-oxo-1,6-diaza-bicyclo[3.2.1]octan-2-yl)isoxazole-5-carboxamideHCID 86701377—
CatalystPalladiumHCID 23938—
SolventTetrahydrofuranHCID 8028—
Product3-((2S,5R)-6-hydroxy-7-oxo-1,6-diaza-bicyclo[3.2.1]octan-2-yl)isoxazole-5-carboxamideHCID 8670137992.3%

Reaction Steps

A mixture of 3-((2S,5R)-6-(benzyloxy)-7-oxo-1,6-diaza-bicyclo[3.2.1]octan-2-yl)isoxazole-5-carboxamide (0.25 g, 0.73 mmol) and 10% Pd/C (0.12 g) in THF (8 mL) was stirred at rt under H2 atmosphere for 2 hrs. The reaction mixture was then filtered and concentrated to afford 3-((2S,5R)-6-hydroxy-7-oxo-1,6-diaza-bicyclo[3.2.1]octan-2-yl)isoxazole-5-carboxamide (0.17 g, 90%) as a light yellow solid, which was used directly in the next step. ESI-MS (EI+, m/z): 253 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08969570B2
Source datasetuspto-grants-2015_03
ORD IDord-e11526c760fe443d857ee6a4f0531a90
Source noteuspto-grants-2015_03