HuagongsheHuagongshe Chemistry Print Report · For research reference only
(4aS,7aS)-tert-butyl 6-benzyloctahydro-1H-pyrrolo[3,4-b]pyridine-1-carboxylate → (4aS,7aS)-tert-Butyl octahydro-1H-pyrrolo[3,4-b]pyridine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (4aS,7aS)-tert-butyl 6-benzyloctahydro-1H-pyrrolo[3,4-b]pyridine-1-carboxylate | HCID 29973012 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (4aS,7aS)-tert-Butyl octahydro-1H-pyrrolo[3,4-b]pyridine-1-carboxylate | HCID 1519435 | 86.8% |
Reaction Steps
The preparation comprises dissolving [1S,6S]-8-benzyl-2-tertbutyloxycarbonyl-2,8-diazabicyclo[4,3,0]nonane (target product of Embodiment 5, 5.0 g, 15.8 mmol) in methanol (50 mL), adding 10% Pd/C (1.0 g) as catalyst for hydrogenation under 3 atm for 10 h, filtering to remove the catalyst, concentrating the filtrate, adding petroleum ether to solidify the product, filtering, and drying obtained filter cake to give [1S,6S]-2-tertbutyloxycarbonyl-2,8-diazabicyclo[4,3,0]nonane(3.1 g, 86.8%), [α]20D=−70.2° (C=4).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07759362B2 |
| Source dataset | uspto-grants-2010_07 |
| ORD ID | ord-7a144a4c2d294e3cb0d52871b60bf99e |
| Source note | uspto-grants-2010_07 |