HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl 3-((tert-butoxycarbonyl)amino)-4-hydroxypiperidine-1-carboxylate → tert-Butyl N-[(3R,4S)-4-hydroxypiperidin-3-yl]carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl 3-((tert-butoxycarbonyl)amino)-4-hydroxypiperidine-1-carboxylate | HCID 67972312 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | tert-Butyl N-[(3R,4S)-4-hydroxypiperidin-3-yl]carbamate | HCID 118178604 | 98% |
Reaction Steps
A solution of benzyl 3-((tert-butoxycarbonyl)amino)-4-hydroxypiperidine-1-carboxylate (141 mg, 0.402 mmol) in methanol (8.05 mL) was hydrogenated using the H-cube (settings: 25° C., full H2 mode, 1 mL/min flow rate) and 10% Pd/C CatCart 30 as the catalyst. The eluent was evaporated in vacuo to give the required tert-butyl(4-hydroxypiperidin-3-yl)carbamate (85.1 mg, 0.393 mmol, 98% yield) as a clear oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09127003B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-5bcd41e748b34f17a3cfbb8517155d16 |
| Source note | uspto-grants-2015_09 |