HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Azetidinone → HCID 54244271, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Azetidinone | HCID 136721 | — |
| Reactant | Bistrimethylsilylacetamid | HCID 11708267 | — |
| Reactant | HCID 53832470 | HCID 53832470 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 54244271 | HCID 54244271 | — |
Reaction Steps
(S)-2-Oxo-3-[[(phenylmethoxy)carbonyl]amino]-N-[[(4-pyridyl)amino]sulfonyl]-1-azetidinecarboxamide (2.1 g; see example 36) was suspended in 25 ml of acetonitrile and 3 g (3.6 ml) of bis(trimethylsilyl)acetamide was added with stirring. After a few minutes a clear solution was formed. This solution was added to a suspension of 1 g of 10% palladium on charcoal in 25 ml of acetonitrile, through which hydrogen was passed for 30 minutes prior to the addition of the solution of the starting azetidinone. Hydrogenation was complete after 70 minutes. The catalyst was removed by filtration. On addition of 1 ml of methanol the title compound crystallized from the solution; yield 1.0 g.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04587047 |
| Source dataset | uspto-grants-1986_05 |
| ORD ID | ord-9dd5b7143d9d477faf3c61ac2927607f |
| Source note | uspto-grants-1986_05 |