HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2S,5R)-6-(Benzyloxy)-N-[2-(dimethylamino)pyridin-4-yl]-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide → (2S,5R)-N-[2-(dimethylamino)pyridin-4-yl]-6-hydroxy-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2S,5R)-6-(Benzyloxy)-N-[2-(dimethylamino)pyridin-4-yl]-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide | HCID 58530144 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (2S,5R)-N-[2-(dimethylamino)pyridin-4-yl]-6-hydroxy-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide | HCID 58530063 | — |
Reaction Steps
Palladium on carbon (10.4 mg; 10% Pd/C) was added to a solution of (2S,5R)-6-(benzyloxy)-N-[2-(dimethylamino)pyridin-4-yl]-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide (47.8 mg, 0.121 mmol) in methanol (2 mL) and the resulting mixture was stirred under hydrogen (balloon) overnight. HPLC analysis showed reaction complete. The reaction mixture was filtered through a microfilter and the filtrate was concentrated under vacuum to afford the title compound as a colorless oil which was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08487093B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-3fc75c5ef5574186835ccb22904c6ac4 |
| Source note | uspto-grants-2013_07 |