215871-82-2

Upstream product

• 603-35-0 triphenylphosphine 
• 285982-05-0 3-(2-allyloxycarbonyl-ethyl)-5-(allyloxycarbonyl-hydroxy-methyl)-4-methyl-1H-pyrrole-2-carboxylic acid tert-butyl ester 
• 42419-19-2 tert-butyl 3-(2-methoxycarbonylethyl)-4-methylpyrrole-2-carboxylate 
• 285982-04-9 allyl 4-oxobutanoate 
• 64370-42-9 allyl 2-oxoacetate 
• 285982-03-8 allyl-4-hydroxybutanoate 
• 215871-96-8 t-butyl 3-[2-(allyloxycarbonyl)ethyl]-4-methyl-1H-pyrrole-2-carboxylate 

Downstream Products

• 16883-97-9 phycocyanobilin 

Relevant academic research and scientific papers

Efficient synthesis of B- and C-rings components of phycobilin derivatives for structure/function analysis of phytochrome

B- and C-Rings components of phycobilin derivatives were efficiently prepared starting from the corresponding lactones. This synthetic method made it possible to prepare not only phycocyanobilin (PCB), but also PCB derivatives having butanoic acid side chain(s) instead of propanoic one(s), regioselectively monoesterified PCB derivatives at C8 or C12, and regioisomers of PCB with respect to methyl and propanoic acid substituents of B- and C-rings for the first time toward the structure/function analysis of phytochrome.

Total syntheses of (±)-phycocyanobilin and its derivatives bearing a photoreactive group at D-ring

(±)-Phycocyanobilin and its derivatives bearing a photoreactive group at D-ring were first synthesized by the development of a new and convenient method for the preparation of A-ring, transesterification for propanoic acid side-chains of the pyrrole derivative common to B- and C-rings, and deprotection of allyl ester side-chains with a palladium catalyst to avoid migration of exocyclic olefin of A-ring.