Reaktionsgleichung
[N+:1]([CH:4]1[CH2:9][CH2:8][CH2:7][CH2:6][C:5]1=[O:10])([O-:3])=[O:2].[CH3:11][OH:12]>>[CH3:11][O:12][C:5](=[O:10])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:4][N+:1]([O-:3])=[O:2]Komponenten
3
Versuchsvorschrift
Commercially available 2-nitrocyclohexanone was refluxed in MeOH in presence of Amberlyst A21 to give 6-nitrohexanoic acid methyl ester 1. Reaction of 1 with N,N′-dibenzylethylenediamine diacetate and paraformaldehyde gave diazepine 2 which was firstly hydrogenated to 3 and then alkylated with t-butyl bromoacetate to give pentaester 4. Selective hydrolysis of 4 by means of LiOH in THF/H2O gave 5. Overall yield 13%.
Quellen und Nachweise
- ORD-Eintrag
- ord-72a2b74f5be64729a476e46c8cebb6e6
- Quelldatensatz
- uspto-grants-2016_02
- Patentnummer
- US09259491B2
Verknüpfte Notizen
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