HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2R,3R)-benzyl 3-(tert-butoxycarbonylamino)-2-methylpiperidine-1-carboxylate → tert-butyl N-[(2R,3R)-2-methylpiperidin-3-yl]carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2R,3R)-benzyl 3-(tert-butoxycarbonylamino)-2-methylpiperidine-1-carboxylate | HCID 59223903 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | tert-butyl N-[(2R,3R)-2-methylpiperidin-3-yl]carbamate | HCID 40152174 | 104.1% |
Reaction Steps
(2R,3R)-Benzyl 3-(tert-butoxycarbonylamino)-2-methylpiperidine-1-carboxylate (308) (1.7 g, 4.9 mmol) was dissolved in IPA (20 mL). 10% Pd/C (1 g) was added and the mixture was hydrogenated on a Parr shaker at 50 psi pressure for 12 hours. The reaction mixture was filtered through celite, and the solvent was removed under reduced pressure to give tert-butyl (2R,3R)-2-methylpiperidin-3-ylcarbamate (310), (1.1 g, 5.1 mmol, 100% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09382246B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-af9cce8e479d4a729597a563d48d32f6 |
| Source note | uspto-grants-2016_07 |