HuagongsheHuagongshe Chemistry Print Report · For research reference only
(1S,3S,5S)-3-(b enzylamino-methyl)-2-aza-bicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester → (1S,3S,5S)-tert-Butyl 3-(aminomethyl)-2-azabicyclo[3.1.0]hexane-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (1S,3S,5S)-3-(b enzylamino-methyl)-2-aza-bicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester | HCID 67081441 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | (1S,3S,5S)-tert-Butyl 3-(aminomethyl)-2-azabicyclo[3.1.0]hexane-2-carboxylate | HCID 58278675 | — |
Reaction Steps
A solution of (1S,3S,5S)-3-(b enzylamino-methyl)-2-aza-bicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester (16.7 mmol) in EtOH (100 mL) is treated with Pd/C (2.0 g, 50% H2O) and stirred under a hydrogen atmosphere (1 bar) for 1 d. An additional amount of Pd/C (2.0 g) is added and the mixture is stirred for further 3 d. After filtration through celite and removal of the solvents the desired amine is obtained which is used without further purification. LC-MS (acidic): tR=0.64 min; [M+H]+=213.3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08288435B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-dc5b934b50b7413fb38cb4bca04e79b3 |
| Source note | uspto-grants-2012_10 |