52728-03-7

Upstream product

• 86941-88-0 Acetic acid 4-(1-trimethylsilanyloxy-vinyl)-phenyl ester 
• 2628-16-2 p-acetoxystyrene 
• 99-93-4 4-Hydroxyacetophenone 
• 13031-43-1 4-acetyloxyacetophenone 
• 108-24-7 acetic anhydride 
• 41104-10-3 acetic acid 4-(2-bromoacetyl)phenyl ester 

Downstream Products

• 34425-22-4 pelargonidin-3-galactoside 
• 18466-51-8 pelargonidin-3-glucoside chloride 
• 164329-27-5 4'-acetoxy-2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)acetophenone 

Relevant academic research and scientific papers

Biomimetic synthesis of nudicaulins i and II, yellow pigments from the Iceland poppy: Papaver nudicaule

Indole and the anthocyanin orientalin proceed through a unique cascade sequence that leads to nudicaulins I and II in 92% yield. This biomimetic synthesis confirms the biosynthesis proposal for these structurally unprecedented flavoalkaloids that play a key role in the colour range displayed by the Iceland poppy.

Dual Role of H2O2 in Palladium-Catalyzed Dioxygenation of Terminal Alkenes

A palladium-catalyzed, environmentally friendly dioxygenation reaction of simple alkenes has been developed that enabled rapid assembly of valuable α-hydroxy ketones with high atom economy. Notably, control experiments and 18O isotope-labeling experiments established that H2O2 played a dominant dual role in this transformation.

145. Synthesis of 3-Methoxy- and 3-(β-D-Glucopyranosyloxy)flavylium Ions. Influence of the Flavylium Substitution Pattern on the Reactivity of Anthocyanins in Aqueous Solution

The synthesis of 3-glycosyloxylated flavylium ions (anthocyanins), in particular of callistephin (4), a natural anthocyanin, is described.The structural transformations in aqueous solution and molecular complexation with chlorogenic acid (7) and caffeine (8) of the synthesized pigments 3 and 4 are investigated and compared to those of the corresponding 3-methoxyflavylium ions 1 and 2 and to those of oenin (5) and malvin (6), two very common natural anthocyanins.The results are discussed in terms of the role played by the glycosyloxy residues in the chemical properties of anthocyanins.Anthocyanin molecular complexation (copigmentation) is quantitatively investigated by UV/VIS spectroscopy and 1H-NMR.In particular, the UV/VIS spectroscopic data are interpreted using a general theoretical treatment, which, e.g., allows to demonstrate the formation of molecular complexes between the colourless forms of an anthocyanin and 8.