HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
3-Boc-2,2-dimethyloxazolidine-4-carboxaldehyde, (S)-(-)- → HCID 68839236, Verbindung
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 3-Boc-2,2-dimethyloxazolidine-4-carboxaldehyde, (S)-(-)- | HCID 179824 | — |
| Edukt | Potassium bis(trimethylsilyl)amide | HCID 3251421 | — |
| Edukt | {[2-(Ethoxycarbonyl)phenyl]methyl}(triphenyl)phosphanium bromide | HCID 19092713 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | HCID 68839236 | HCID 68839236 | — |
Reaktionsschritte
To a suspension of (2-ethoxycarbonylbenzyl)-triphenylphosphonium bromide (9.0 g, 17.77 mmol) in toluene (100 mL) is added potassium bis(trimethylsilyl)amide (0.5M in toluene, 40 mL) followed by the addition of (S)-4-formyl-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester (3.4 g, 14.83 mmol) and the mixture is refluxed for 1 h. After cooling to RT, ice/water is added and the solution extracted with EtOAc. The organic layer is washed with brine, dried over MgSO4, filtered and concentrated. The crude material is purified by column chromatography to afford the title compound as a yellow oil: (M+1)+=376.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08084448B2 |
| Quelldatensatz | uspto-grants-2011_12 |
| ORD ID | ord-4796e25e8e5a4414b94bcacc3d4b7926 |
| Quellennotiz | uspto-grants-2011_12 |