HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Cesium carbonate → 4-{[(1-tert-Butoxycarbonyl-2-methyl-propyl)-(4-methoxy-benzenesulfonyl)-amino]-methyl}benzoic acid methyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Cesium carbonate | HCID 10796 | — |
| Edukt | Methyl 4-(bromomethyl)benzoate | HCID 256687 | — |
| Edukt | Tert-butyl 2-{[(4-methoxyphenyl)sulfonyl]amino}-3-methylbutanoate | HCID 10783604 | — |
| Edukt | Ethyl acetate hexane | HCID 21226206 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | 4-{[(1-tert-Butoxycarbonyl-2-methyl-propyl)-(4-methoxy-benzenesulfonyl)-amino]-methyl}benzoic acid methyl ester | HCID 69451351 | — |
Reaktionsschritte
To a stirring solution of 2-(4-Methoxy-benzenesulfonylamino)-3-methyl-butyric acid tert-butyl ester (140 mg, 0.41 mmol) in acetonitrile (5 ml) at ambient temperature was added cesium carbonate (1.33 g, 4.10 mmol). Then methyl 4-(bromomethyl)benzoate (115 mg, 0.60 mmol) was added to the suspension and the reaction mixture was stirred at 70° C. for 1 hour by which time TLC (EtOAc/Hexane 1:1) monitoring showed the reaction to be completed. After cooling to ambient temperature, the mixture was filtered to remove excess cesium carbonate and evaporated to dryness. The residue was purified by flash chromatography (EtOAc/Hexane 1:1) to furnish the pure product as slightly yellow oil. Yield 153 mg (76%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08231858B2 |
| Quelldatensatz | uspto-grants-2012_07 |
| ORD ID | ord-d1c7cde57d4f4aa6b90c33b9b31956b2 |
| Quellennotiz | uspto-grants-2012_07 |