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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 272254Erstellt: 25. Oktober 2026

Dibutyl sulfoxide → HCID 178455551, Verbindung

https://huagongshe.com/reaction/272254

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDibutyl sulfoxideHCID 16568—
Edukt(S)-(+)-Glycidyl-4-nitrobenzoateHCID 10868995—
Edukt(2S)-2-{[4-(benzyloxy)-3-(butylsulfinyl)phenoxy]methyl}oxiraneHCID 86604960—
EduktHCID 178471700HCID 178471700—
LösungsmittelEthanolHCID 702—
LösungsmittelMethanolHCID 887—
ProduktHCID 178455551HCID 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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07453010B2
Quelldatensatzuspto-grants-2008_11
ORD IDord-0d6e40d8134f4804b9f665861cbf64a5
Quellennotizuspto-grants-2008_11