HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trans-2-(boc-amino)-cyclohexanenitrile → tert-Butyl ((1R,2S)-2-(aminomethyl)cyclohexyl)carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trans-2-(boc-amino)-cyclohexanenitrile | HCID 68008329 | — |
| Catalyst | Nickel | HCID 935 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | tert-Butyl ((1R,2S)-2-(aminomethyl)cyclohexyl)carbamate | HCID 68007523 | 66% |
Reaction Steps
A solution of tert-butyl trans-2-cyanocyclohexylcarbamate and Raney-Ni in absolute EtOH was stirred under H2 atmosphere (50 PSI) for 24 hours. Filtration and evaporation of the solvent followed by flash chromatography (SiO2, O-20% MeOH—CH2Cl2, gradient elution) provided the target compound, 14d, as a racemic mixture of trans isomers (286 mg, 66% yield): FIA (M+H) 229.33.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08829007B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-c5341cda1087455ab249852d3fe0552d |
| Source note | uspto-grants-2014_09 |