HuagongsheHuagongshe Chemistry Print Report · For research reference only
(1S,4S)-1-(2-Benzyloxy-ethyl)-2-oxa-3-aza-bicyclo[2.2.2]oct-5-ene-3-carboxylic acid tert-butyl ester → 1-(2-Hydroxy-ethyl)-2-oxa-3-aza-bicyclo[2.2.2]octane-3-carboxylic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (1S,4S)-1-(2-Benzyloxy-ethyl)-2-oxa-3-aza-bicyclo[2.2.2]oct-5-ene-3-carboxylic acid tert-butyl ester | HCID 59152652 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 1-(2-Hydroxy-ethyl)-2-oxa-3-aza-bicyclo[2.2.2]octane-3-carboxylic acid tert-butyl ester | HCID 59152660 | — |
Reaction Steps
1 g Pd—C is placed into an round-bottom flask under an argon atmosphere and covered with ethanol. A solution of (1S,4S)-1-(2-benzyloxy-ethyl)-2-oxa-3-aza-bicyclo[2.2.2]oct-5-ene-3-carboxylic acid tert-butyl ester (10) (2 g, 5.8 mmol) in 58 ml of ethanol is added and the mixture is hydrogenated at rt for 6 h. Then the mixture is filtrated over celite and evaporated under reduced pressure. The product was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08354431B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-6aa7d935300846b8b3a285b079372ed2 |
| Source note | uspto-grants-2013_01 |