HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (5R)-5-(2,2-Dimethyl-4H-1,3-benzodioxin-6-yl)-3-{2-[4-(2-hydroxyethoxy)phenyl]ethyl}-1,3-oxazolidin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Phosphate | HCID 1061 | — |
| Reactant | 2-(4-{2-[(5R)-5-(2,2-Dimethyl-4H-1,3-benzodioxin-6-yl)-2-oxo-1,3-oxazolidin-3-yl]ethyl}phenoxy)ethyl acetate | HCID 69391796 | — |
| Reactant | HCID 178504318 | HCID 178504318 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (5R)-5-(2,2-Dimethyl-4H-1,3-benzodioxin-6-yl)-3-{2-[4-(2-hydroxyethoxy)phenyl]ethyl}-1,3-oxazolidin-2-one | HCID 11441342 | 98.6% |
Reaction Steps
2-(4-{2-[(5R)-5-(2,2-Dimethyl-4H-1,3-benzodioxin-6-yl)-2-oxo-1,3-oxazolidin-3-yl]ethyl}phenoxy)ethyl acetate (3.7 g) in THF (100 mL) was treated with KOSiMe3 (1.39 g) and stirred at room temperature for 3 h. The solution was then poured into phosphate buffer (pH 6.5) and water, extracted with EtOAc, dried (MgSO4) and concentrated in vacuo to give the title compound (3.31 g). LCMS RT=2.91 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07271197B2 |
| Source dataset | uspto-grants-2007_09 |
| ORD ID | ord-b1126df710d84c5a9da3a9728d7d0b6c |
| Source note | uspto-grants-2007_09 |