HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → tert-Butyl-(4S)-4-(1-fluoroprop-2-en-1-yl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Selectfluor | HCID 2724933 | — |
| Reactant | Tert-butyl-(4r)-2,2-dimethyl-4-(3-trimethylsilanyl-propenyl)-1,3-oxazolidine-3-carboxylate | HCID 68858073 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | tert-Butyl-(4S)-4-(1-fluoroprop-2-en-1-yl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylate | HCID 57801768 | 72% |
Reaction Steps
To a solution of the compound produced in Example 47 (0.196 g, 0.63 mmol) in acetonitrile (6 ml), was added Selectfluor™ (0.33 g, 1.5 eq.) and NaHCO3 (0.105 g, 2 eq.). The reaction mixture was stirred under an atmosphere of nitrogen for 20 hours before concentrating under reduced pressure. Purification by flash chromatography (diethyl ether:hexane 1:19) afforded the product (0.116 g, 72%). de=33%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07572928B2 |
| Source dataset | uspto-grants-2009_08 |
| ORD ID | ord-6d55359d03c9469ebf2fb3a0d505af62 |
| Source note | uspto-grants-2009_08 |