HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl ((3S,4R)-2-oxo-4-((2-oxopyridin-1(2H)-yl)methyl)azetidin-3-yl)carbamate → 1-(((2R,3S)-3-amino-4-oxoazetidin-2-yl)methyl)piperidin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl ((3S,4R)-2-oxo-4-((2-oxopyridin-1(2H)-yl)methyl)azetidin-3-yl)carbamate | HCID 131733739 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol, mixt. with methanol | HCID 18681192 | — |
| Product | 1-(((2R,3S)-3-amino-4-oxoazetidin-2-yl)methyl)piperidin-2-one | HCID 118380248 | — |
Reaction Steps
Prepared according to example 7, step 3. A solution of benzyl ((3S,4R)-2-oxo-4-((2-oxopyridin-1(2H)-yl)methyl)azetidin-3-yl)carbamate (157 mg, 0.480 mmol) in EtOH:MeOH (5:1, 4.8 mL) was evaculated and backfilled with argon (2×) followed by addition of Pd on C (10%, 33 mg). The system was evacuated and backfilled with H2 (3×). After 3 h of stirring the mixture was filtered over celite, washing with MeOH and concentrated in vacuo. The crude residue was used as such in following step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09174978B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-6b756fb70faf410dabdf39a7689e4a22 |
| Source note | uspto-grants-2015_11 |