HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 54379876, compound → HCID 53687496, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 54379876 | HCID 54379876 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | HCID 178418361 | HCID 178418361 | — |
| Product | HCID 53687496 | HCID 53687496 | 89.4% |
Reaction Steps
10% Palladium on carbon (0.8 g) was added to a solution of (2R,5R)-1-benzyl-2-benzyloxymethyl-4-(tert-butoxycarbonyl)-5-(2-methylpropyl)piperazine (8.1 g) in AcOH (80 ml), and the mixture was hydrogenated in hydrogen at 3 atm for 4 hours at ambient temperature. The catalyst was removed by filtration through a celite pad and the filtrate was washed with AcOH. The filtrate and combined washings were concentrated in vacuo, and the residue was partitioned by dissolving same in saturated aqueous NaHCO3 solution and AcOEt. The organic layer was washed with NaCl solution, dried over MgSO4, and concentrated in vacuo to give 5.8 g of (2R,5R)-2-benzyloxymethyl-4-(tert-butoxycarbonyl)-5-(2-methylpropyl)piperazine as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06333324B1 |
| Source dataset | uspto-grants-2001_12 |
| ORD ID | ord-bcea065971ab451f915d5f12b0c0601c |
| Source note | uspto-grants-2001_12 |