HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,1-Dimethylethyl (trans)-3-hydroxy4-[[(phenylmethyl)amino]methyl]-1-piperidinecarboxylate → trans-1-Boc-4-aminomethyl-3-hydroxypiperidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1-Dimethylethyl (trans)-3-hydroxy4-[[(phenylmethyl)amino]methyl]-1-piperidinecarboxylate | HCID 11738727 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | trans-1-Boc-4-aminomethyl-3-hydroxypiperidine | HCID 11075229 | 72.9% |
Reaction Steps
A mixture of intermediate (47) (0.028 mol) in methanol (100 ml) was hydrogenated with palladium-on-carbon (10%, 2 g) as a catalyst. After uptake of hydrogen (1 equivalent) the catalyst was filtered off and the filtrate was evaporated, yielding 4.7 g of 1,1-dimethylethyl (3S-trans)4-(aminomethyl)-3-hydroxy-1-piperidinecarboxylate (intermediate (48); [α]D20=+4.37° (c=24.03 mg/5 ml in CH3OH)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07652040B2 |
| Source dataset | uspto-grants-2010_01 |
| ORD ID | ord-c7c4d3e23ad54df5a44847760a35bd3a |
| Source note | uspto-grants-2010_01 |