897935-57-8

Upstream product

• 100-39-0 benzyl bromide 
• 160913-21-3 3',5'-di-C-β-D-glucosyl-2',4',6'-trihydroxyacetophenone 

Downstream Products

• 897935-58-9 1-(p-benzyloxy)cinnamoyl-2,4,6-tribenzyloxy-3,5-di-C-β-D-glucopyranosylbenzene 
• 898278-67-6 6,8-di-C-β-D-glucopyranosylnaringenin 

Relevant academic research and scientific papers

Total synthesis of two isoflavone bis-C-glycosides: Genistein and orobol 6,8-Di-C-β-D-glucopyranosides

This paper describes the first successful synthesis of two isoflavone bis-C-glycosides, genistein and orobol 6,8-di-C-β-D-glucopyranosides from phloroacetophenone bis-C-glycoside in total yields of 27 and 19%, respectively, using a four-step reaction: dir

Total synthesis of three naturally occurring 6,8-di-C-glycosylflavonoids: phloretin, naringenin, and apigenin bis-C-β-d-glucosides

Three naturally occurring di-C-glycosylflavonoids, phloretin (dihydrochalcone), naringenin (flavanone), and apigenin (flavone) bis-6,8-C-β-d-glucopyranosides (4, 5, and 6), were synthesized in total yields of 52.3%, 53.5%, and 36.4%, respectively, starting from the key compound, di-C-β-d-glucopyranosylphloroacetophenone (1). Benzyl protection of the phenolic hydroxyls in 1 and a subsequent aldol condensation with benzyloxybenzaldehyde led to the production of chalcone 3, which, after hydrogenolysis or acid hydrolysis and deprotection, gave 4 and 5, respectively. The acetylation of 5, followed by DDQ oxidation and deprotection, gave 6.