Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | HCID 58109210 | HCID 58109210 | — |
| Catalyst | Palladium Chloride | HCID 24290 | — |
| Catalyst | Cuprous chloride | HCID 62652 | — |
| Product | HCID 58109136 | HCID 58109136 | 50% |
Reaction Steps
To a solution of (R)-6-allyl-3-((S)-1-(4-(difluoromethoxy)phenyl)ethyl)-6-phenyl-1,3-oxazinan-2-one (379 mg, 1 mmol) in DMF were added CuCl (227 mg, 2.3 mmol) and PdCl2 (53 mg, 0.3 mmol) at 0° C. under O2, and the mixture was stirred overnight at 30° C. The mixture was washed with water and extracted with EtOAc. The organic layer was separated, and concentrated to give the crude product, which was purified by preparative TLC to afford (S)-3-((S)-1-(4-(difluoromethoxy)phenyl)ethyl)-6-(2-oxopropyl)-6-phenyl-1,3-oxazinan-2-one (180 mg, 50%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08575156B2 |
|---|
| Source dataset | uspto-grants-2013_11 |
|---|
| ORD ID | ord-32f49405531b4e60838bf1f869dfbd6f |
|---|
| Source note | uspto-grants-2013_11 |
|---|