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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2400710Generated: November 1, 2026

(2S,5R)-6-(benzyloxy)-N'-(cyclobutylcarbonyl)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide → (2S,5R)-N'-(cyclobutylcarbonyl)-6-hydroxy-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide

https://huagongshe.com/reaction/2400710

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2S,5R)-6-(benzyloxy)-N'-(cyclobutylcarbonyl)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazideHCID 86694043—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product(2S,5R)-N'-(cyclobutylcarbonyl)-6-hydroxy-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazideHCID 86694044116.8%

Reaction Steps

A mixture of (2S,5R)-6-(benzyloxy)-N′-(cyclobutylcarbonyl)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide 200 (0.34 g, 0.91 mmol) and Pd/C (0.12 g) in methanol (20 mL) was hydrogenated at 1 atm at room temperature for 3 h. The mixture was filtered through Celite and concentrated to provide 201 (0.30 g, quant. yield) as a white foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08796257B2
Source datasetuspto-grants-2014_08
ORD IDord-3f48fb6bbcd14741991caa9c6903c2aa
Source noteuspto-grants-2014_08