HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Dibutyl sulfoxide → HCID 178455551, Verbindung
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Dibutyl sulfoxide | HCID 16568 | — |
| Edukt | (S)-(+)-Glycidyl-4-nitrobenzoate | HCID 10868995 | — |
| Edukt | (2S)-2-{[4-(benzyloxy)-3-(butylsulfinyl)phenoxy]methyl}oxirane | HCID 86604960 | — |
| Edukt | HCID 178471700 | HCID 178471700 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Produkt | HCID 178455551 | HCID 178455551 | — |
Reaktionsschritte
A mixture of 0.742 g of (2S)-2-{[4-(benzyloxy)-3-(butylsulfinyl)phenoxy]methyl}oxirane (obtained by analogy with the method disclosed in WO 99/65895 but starting from the butyl sulfoxide instead of the methyl sulfoxide and using (S)-(+)-glycidyl nosylate; [α]D=+1.9 (c=1%, MeOH)) (2.06 mmol) and of 0.666 g of ethyl trans-2-[4-(4-aminocyclohexyl)phenoxy]-2,2-dimethylacetate hydrochloride (2.18 mmol) in ethanol (25 ml) is heated to reflux overnight. The solvent is evaporated under reduced pressure and the product obtained is purified by flash chromatography, elution being carried out with a methylene chloride/methanol/aqueous ammonia (95/5/0.5) mixture. The title product is obtained in the form of a yellow oil (0.730 g, 53%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07453010B2 |
| Quelldatensatz | uspto-grants-2008_11 |
| ORD ID | ord-0d6e40d8134f4804b9f665861cbf64a5 |
| Quellennotiz | uspto-grants-2008_11 |