HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Thiosulfate → HCID 86638498, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Thiosulfate | HCID 24477 | — |
| Reactant | Triacetoxyperiodinane | HCID 159087 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Diethyl{2-[2,3-difluoro-4-(5-fluoropyridin-2-yl)phenyl]-1,1-difluoro-2-hydroxyethyl}phosphonate | HCID 86638494 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86638498 | HCID 86638498 | — |
Reaction Steps
Dess-Martin reagent (1.75 g, 4.1 mmol) was added to a solution of diethyl{2-[2,3-difluoro-4-(5-fluoropyridin-2-yl)phenyl]-1,1-difluoro-2-hydroxyethyl}phosphonate (876 mg, 2.1 mmol) in methylene chloride (30 mL) at room temp—solution darkens to deep red over 1 hr. After stirring at rt for 1 hr, a solution of saturated aqueous sodium bicarbonate and saturated aqueous sodium thiosulfate (1:1) (ca. 20 mL) was added and the solution stirred until clear. The reaction mixture was extracted with dichloromethane, dried (sodium sulfate) and concentrated to afford diethyl {2-[2,3-difluoro-4-(5-fluoropyridin-2-yl)phenyl]-1,1-difluoro-2-oxoethyl}phosphonate as an off white solid which was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08193228B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-72e8b7a7e0f84e2c9dfe9f3621849c8b |
| Source note | uspto-grants-2012_06 |