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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 987083Generated: October 30, 2026

3-(2-Benzyloxyethyl)-2-oxo-3,9-diaza-bicyclo[3.3.1]nonane-9-carboxylic Acid Benzyl Ester → 3-(2-Benzyloxy-ethyl)-3,9-diaza-bicyclo[3.3.1]nonan-2-one

https://huagongshe.com/reaction/987083

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(2-Benzyloxyethyl)-2-oxo-3,9-diaza-bicyclo[3.3.1]nonane-9-carboxylic Acid Benzyl EsterHCID 54496369—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product3-(2-Benzyloxy-ethyl)-3,9-diaza-bicyclo[3.3.1]nonan-2-oneHCID 2298788791.1%

Reaction Steps

3-(2-Benzyloxyethyl)-2-oxo-3,9-diaza-bicyclo[3.3.1]nonane-9-carboxylic acid benzyl ester (Compound 5, 0.15 g, 0.36 mmol) was dissolved in MeOH (5 mL), and palladium (10%) on activated carbon (0.03 g) was added. Hydrogen was applied via balloon for 1 hour. The black suspension was then filtered through compacted Celite, and the methanol was removed by high-vacuum rotary evaporator to give Compound 6 (0.09 g, 90%) as a thick oil, which was of sufficiently good quality to be advanced to the coupling reaction without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06630472B1
Source datasetuspto-grants-2003_10
ORD IDord-926130508f63407a95a4d9b8a63e6083
Source noteuspto-grants-2003_10