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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2400632Generated: October 29, 2026

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

https://huagongshe.com/reaction/2400632

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2S,5R)-N-(2-Amino-2-oxoethoxy)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamideHCID 86693952—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product(2S,5R)-N-(2-Amino-2-oxoethoxy)-6-hydroxy-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamideHCID 8669395398%

Reaction Steps

A mixture of (2S,5R)—N-(2-amino-2-oxoethoxy)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 54 (0.11 g, 0.40 mmol) and Pd/C (0.040 g) in methanol (10 mL) was hydrogenated at 1 atm at room temperature for 3 h. The mixture was filtered through Celite pad and concentrated to provide 55 (0.10 g, 98%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08796257B2
Source datasetuspto-grants-2014_08
ORD IDord-6946510e7a85477f812c2805e93b9f8f
Source noteuspto-grants-2014_08