HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl 5-(tributylstannyl)-1,2-oxazole-3-carboxylate → Ethyl 5-{2-fluoro-4-[(5R)-2-oxo-5-(1H-1,2,3-triazol-1-ylmethyl)-1,3-oxazolidin-3-yl]phenyl}isoxazole-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl 5-(tributylstannyl)-1,2-oxazole-3-carboxylate | HCID 2763256 | — |
| Reactant | (R)-5-((1H-1,2,3-Triazol-1-yl)methyl)-3-(3-fluoro-4-iodophenyl)oxazolidin-2-one | HCID 11257720 | — |
| Product | Ethyl 5-{2-fluoro-4-[(5R)-2-oxo-5-(1H-1,2,3-triazol-1-ylmethyl)-1,3-oxazolidin-3-yl]phenyl}isoxazole-3-carboxylate | HCID 10386303 | — |
Reaction Steps
The procedure is identical to that used in Example 1 except (5R)-3-(3-fluoro-4-iodophenyl)-5-(1H-1,2,3-triazol-1-ylmethyl)-1,3-oxazolidin-2-one (Intermediate 6, 582 mg, 1.50 mmol) and ethyl 5-(tributylstannyl)isoxazole-3-carboxylate (Sakamoto, T. et al., Tetrahedron, 1991, 47, 5111–5118); 806 mg, 1.87 mmol) were used as starting materials. The crude product was purified by chromatography on silica gel using EtOAc, followed by recrystallization from acetone/hexanes to give 175 mg of the title product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07186738B2 |
| Source dataset | uspto-grants-2007_03 |
| ORD ID | ord-a193f79806a046b7a47dae5da4fee210 |
| Source note | uspto-grants-2007_03 |