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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1053404Generated: October 29, 2026

di-tert-butyl 4-[({[(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]oct-2-yl]carbonyl}amino)oxy]pyrazolidine-1,2-dicarboxylate → di-tert-butyl 4-[({[(2S,5R)-6-hydroxy-7-oxo-1,6-diazabicyclo[3.2.1]oct-2-yl]carbonyl}amino)oxy]pyrazolidine-1,2-dicarboxylate

https://huagongshe.com/reaction/1053404

Reaction equation

Participants

RoleNameHCIDCharge
Reactantdi-tert-butyl 4-[({[(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]oct-2-yl]carbonyl}amino)oxy]pyrazolidine-1,2-dicarboxylateHCID 86694008—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Productdi-tert-butyl 4-[({[(2S,5R)-6-hydroxy-7-oxo-1,6-diazabicyclo[3.2.1]oct-2-yl]carbonyl}amino)oxy]pyrazolidine-1,2-dicarboxylateHCID 86694009103.4%

Reaction Steps

A mixture of di-tert-butyl 4-[({[(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]oct-2-yl]carbonyl}amino)oxy]pyrazolidine-1,2-dicarboxylate 144 (0.43 g, 0.80 mmol) and Pd/C (0.14 g) in methanol (15 mL) was hydrogenated at 1 atm at room temperature for 3 h. The mixture was filtered through Celite pad and concentrated to give 145 (0.39 g, quant.) as a light brown foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09393239B2
Source datasetuspto-grants-2016_07
ORD IDord-375ed6213bcf46088d2f6457e8fb09ff
Source noteuspto-grants-2016_07