HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 9978975, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | HCID 10069254 | HCID 10069254 | — |
| Reactant | Sodium periodate | HCID 23667635 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 9978975 | HCID 9978975 | 9.1% |
Reaction Steps
(5R)-3-[4-(Tetrahydro-2H-thiopyran-4-yl)-3,5-difluorophenyl]-5-[(5-methyl-2H-tetrazol-2-yl)methyl]oxazolidin-2-one (Example 34) (0.53 g, 1.34 mmol) was oxidized with sodium periodate (0.314 g, 1.47 mmol) as described for Intermediates 42 and 43. Chromatography on silica gel with 0-5% methanol in dichloromethane gave a mixture together with the corresponding E-isomer, which was separated on a Chiracel OD chiral chromatography column using hexanes/isopropanol (1:1) as eluant to give the title compound (50 mg) as a colourless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07473699B2 |
| Source dataset | uspto-grants-2009_01 |
| ORD ID | ord-c3bfcf8af50b44b59b16ed9bec4a7ebd |
| Source note | uspto-grants-2009_01 |