HuagongsheHuagongshe Chemistry Print Report · For research reference only
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
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-(2-Benzyloxyethyl)-2-oxo-3,9-diaza-bicyclo[3.3.1]nonane-9-carboxylic Acid Benzyl Ester | HCID 54496369 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 3-(2-Benzyloxy-ethyl)-3,9-diaza-bicyclo[3.3.1]nonan-2-one | HCID 22987887 | 91.1% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06630472B1 |
| Source dataset | uspto-grants-2003_10 |
| ORD ID | ord-926130508f63407a95a4d9b8a63e6083 |
| Source note | uspto-grants-2003_10 |