73328-29-7

Upstream product

• 101958-96-7 3-Methyl-butyric acid 7,8-dihydroxy-1,9-diisopropyl-4,6-dimethyl-dibenzo[1,4]dioxin-2-yl ester 
• 101958-79-6 Methansulfonsaeure-<9,11-dimethyl-4,6-bis(1-methylaethyl)-2,2-diphenyl-1,3-benzodioxolo<5,6-b><1,4>benzodioxin-7-yl>ester 
• 101958-91-2 3-Methylbutansaeure-<9,11-dimethyl-4,6-bis(1-methylaethyl)-2,2-diphenyl-1,3-benzodioxolo<5,6-b><1,4>benzodioxin-7-yl>ester 
• 101958-87-6 9,11-Dimethyl-4,6-bis(1-methylaethyl)-2,2-diphenyl-1,3-benzodioxolo<5,6-b><1,4>benzodioxin-7-ol 
• 101958-73-0 Methansulfonsaeure-<4,6-dimethyl-1,9-bis(1-methylaethyl)-7,8-dioxo-7,8-dihydrobenzo<1,4>dioxin-2-yl>ester 
• 101958-81-0 Methanesulfonic acid 7,8-dihydroxy-1,9-diisopropyl-4,6-dimethyl-dibenzo[1,4]dioxin-2-yl ester 

Relevant academic research and scientific papers

94. Synthesen von Dibenzodioxin-2,3-chinonen, einschliesslich der Ecklonochinone A und B sowie der Isoecklonochinone A und B

Syntheses of Dibenzodioxin-2,3-quinones Including the Ecklonoquinones A and B and the Isoecklonoquinones A and B.Oxidation of monomesyloxy-substituted pyrocatechols with MnO2 in toluene using phase-transfer conditions leads in high yield to monomesyloxy-substituted dibenzodioxin-2,3-quinones with loss of one mesyloxy group.In this way, ecklonoquinone A (2), ecklonoquinone B (3), isoecklonoquinone A (43), and isoecklonoquinone B (44) were prepared.Their structures are based on X-ray analyses of ecklonoquinone-A leucoacetate (45) and the mesyloxy-substituted quinone 20.The reddish-violet dibenzodioxin-diquinone 49 was prepared from an intermediate of the iso-series.The parent compound 1 has been synthesized in yields better than 50percent from pyrocatechol and methyl 2,5-dioxo-2,5-dihydrobenzoate as oxidant and 2-methoxypyridin as catalyst.To rationalize the specific effect on the dimerisation step of the mesyloxy group, the intermediacy of 1,4-quinone monoacetals is proposed.This also applies to a proposed biogenetic scheme.