Synthesis of 1,4-Bis-(2,4-Dimethoxyphenyl)-2,3-Bis-(4-methoxybenzyl)-Butane-1,4-Dione

Ponnapali Veerabhadra Swamy; Bhaskara Venkata Prasad B; Balram B; Ram B; Taara B

Abstract

Synthesis of 1,4-Bis-(2,4-Dimethoxyphenyl)-2,3-Bis-(4-methoxybenzyl)-Butane-1,4-Dione

Author(s): Ponnapali Veerabhadra Swamy, Bhaskara Venkata Prasad B, Balram B, Ram B and Taara B

Brackenin, an unusual biflavonoid which consists of two α, α’-coupled dihydrochalcones, has been isolated from Brackenridgea zanguebarica. To date it is the only naturally occurring compound in this class. Brackenin appears to posses the symmetrical structure of a meso compound and is composed of two dihydroisoliquiritigenin units linked by a carbon-carbon bond between the two α-carbon atoms. It represents the first biflavonoind in this class. The present paper describes the synthesis of 1,4-Bis-(2,4-dimethoxyphenyl)-2,3-bis-(4-methoxybenzyl)-butane-1,4- dione, a brackenin like molecule in a few high yielding steps utilizing green methodologies from readily available raw materials (Scheme 1 and Scheme 2).

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