Reaktionsgleichung
[NH2:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][CH:3]=1.[CH3:11][S:12](Cl)(=[O:14])=[O:13]>>[C:6]([C:5]1[CH:9]=[CH:10][C:2]([NH:1][S:12]([CH3:11])(=[O:14])=[O:13])=[CH:3][CH:4]=1)([OH:8])=[O:7]Komponenten
3
Versuchsvorschrift
4-Aminobenzoic acid is reacted with methanesulfonyl chloride (Compound 19) to give N-(4-carboxyphenyl)methanesulfonamide. 2-Triethylsilyl-4-furaldehyde (Compound 18) is reacted with N-(4-carboxyphenyl)methanesulfonamide and lithium diisopropylamide. The resulting 4-[1-hydroxy-2-N-(4-carboxyphenyl)sulfonamido]-ethyl-2-triethylsilylfuran is esterified with dodecanoyl chloride in the presence of triethylamine. Oxidizing this ester with singlet oxygen, under conditions as in Example 1, gives the title furanone.
Quellen und Nachweise
- ORD-Eintrag
- ord-d4e193d1439540859dd74b7465bb646f
- Quelldatensatz
- uspto-grants-1992_01
- Patentnummer
- US05081261
Verknüpfte Notizen
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