Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium periodate | HCID 23667635 | — |
| Reactant | 5-[5-((1S,2R)-1,2-dihydroxy-2-phenyl-ethyl)-3-(4-fluoro-phenyl)-isoxazol-4-ylmethoxy]-2-methyl-2H-pyrazole-3-carboxylic acid methyl ester | HCID 67277030 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86647276 | HCID 86647276 | 88.6% |
Reaction Steps
Sodium (meta)periodate (3.67 g, 17.2 mmol) was added at 0° C. to a mixture of 5-[5-((1S,2R)-1,2-dihydroxy-2-phenyl-ethyl)-3-(4-fluoro-phenyl)-isoxazol-4-ylmethoxy]-2-methyl-2H-pyrazole-3-carboxylic acid methyl ester (5.35 g, 11.4 mmol) in THF (29.6 ml) and water (6.1 ml) and the resulting mixture stirred at 0° C. over night. The reaction mixture was extracted with water and ethyl acetate, and the organic phases were washed with brine, dried over sodium sulfate, filtered and evaporated. Purification by chromatography (silica, heptane:ethyl acetate=1:0 to 4:1) afforded the title compound (3.63 g, 88%) as a white solid. MS: m/e=418.1 [M+OAc]−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08163728B2 |
|---|
| Source dataset | uspto-grants-2012_04 |
|---|
| ORD ID | ord-a991146a64114db9aca5d3c82af7bacb |
|---|
| Source note | uspto-grants-2012_04 |
|---|