79339-33-6

Upstream product

• 79339-34-7 5,7-dihydroxy-3',4'-methylenedioxyflavone 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 79339-30-3 6-C-allyl-5-methoxy-3',4'-methylenedioxy-7-tosyloxyflavone 
• 79339-31-4 Toluene-4-sulfonic acid 6-allyl-2-benzo[1,3]dioxol-5-yl-5-hydroxy-4-oxo-4H-chromen-7-yl ester 

Relevant academic research and scientific papers

Synthesis of Gamatin, a Naturally Occurring Linear Furanoflavone

5,7-Dihydroxy-3',4'-methylenedioxyflavone (II) on partial tosylation followed by allylation affords 5-allyloxy-3,4-methylenedioxy-7-tosyloxyflavone (IV).Claisen migration of IV followed by methylation and detosylation furnishes 6-C-allyl-7-hydroxy-5-methoxy-3',4'-methylenedioxyflavone (VII).VII has also been prepared by another route.Iodination of II followed by partial allylation gives 7-allyloxy-5-hydroxy-8-iodo-3',4'-methylenedioxyflavone (VIII).Methylation of VIII followed by Claisen migration with simultaneous deiodination affords VII.The latter on oxidation with OsO4-KIO4 furnishes an intermediate aldehyde, which on cyclisation with PPA gives gamatin, identical (m.m.p., IR and PMR) with a natural sample.