21059-15-4

Upstream product

• 10035-62-8 α-biliverdin-IX dimethyl ester 
• 33317-09-8 benzyl 5'-t-butoxycarbonyl-3'-ethyl-4-(2-methoxycarbonylethyl)-3,4'-dimethylpyrromethane-5-carboxylate 
• 967-38-4 2-(benzyloxycarbonyl)-4-ethyl-3-methylpyrrole-5-carboxylic acid 
• 52459-88-8 2-(tert-Butoxycarbonyl)-3-ethyl-4-methylpyrrole-5-carboxylic acid 
• 75488-16-3 tert-Butyl-(3-ethyl-4-methyl-pyrrolyl-2)-methanoat 
• 23466-29-7 4-ethyl-3-methyl-pyrrole-2-carboxylic acid 
• 67-56-1 methanol 
• 13129-04-9 3-[5-(3-ethyl-4-methyl-5-oxo-1,5-dihydro-pyrrol-2-ylidenemethyl)-4-methyl-pyrrol-3-yl]-propionic acid 
• 108784-96-9 C₄₅H₆₂N₄O₈*BrH 
• 75488-15-2 tert-butyl 4-ethyl-3-methyl-1H-pyrrole-2-carboxylate 
• 92735-28-9 benzyl 5'-t-butoxycarbonyl-4'-ethyl-4-(2-methoxycarbonylethyl)-3,3'-dimethylpyrromethane-5-carboxylate 
• 108785-15-5 t-butyl 4,3'-dimethyl-3-ethyl-4'-(2-methoxycarbonylethyl)-5'-carboxy-dipyrrylmethane-5-carboxylate 
• 92735-29-0 5'-t-butoxycarbonyl-4'-ethyl-4-(2-methoxycarbonylethyl)-3,3'-dimethylpyrro-methane-5-carboxylic acid 
• 108785-11-1 t-butyl 3,3'-dimethyl-4-ethyl-4'-(2-methoxycarbonylethyl)-5'-formyldipyrrylmethane-5-carboxylate 

Relevant academic research and scientific papers

Preparation of Mesoverdohemochrome IXα Dimethyl Ester and Moessbauer Spectra of Related Porphyrins

Mesobiliverdin IXα dimethyl ester (7) was obtained by hydrogenation of protobiliverdin IXα dimethyl ester (8).Zinc 5-oxamesoporphyrin IX dimethyl ester tetrafluoroborate (6) was prepared by the cyclization of 7 with zinc acetate in acetic anhydride followed by a treatment with aqueous sodium tetrafluoroborate.Bis(pyridine) mesoverdohemochrome IXα dimethyl ester (4) was obtained by the cyclization of 7 with both iron(II) sulfate and iron(III) chloride in acetic anhydride containing a small amount of pyridine.Bis(tosylmethyl isocyanide)mesoverdohemochrome IXα dimethyl ester (5) was prepared by the addition of excess tosylmethyl isocyanide (TsCH2NC) to 4.Both 4 and 5 reacted with ammonia to give iron(III) 5-azamesoporphyrin IX dimethyl ester (10).The Moessbauer spectra of bis(pyridine) verdohemochromes (4, 13, and 14) showed doublet peaks having parameters of δ=0.41-0.43 mm s-1 and ΔEQ=1.24-1.26 mm s-1, indicating that the oxidation states of the central irons of these complexes are iron(II).Bis(TsCH2NC) verdohemochromes (5,15, and 17) showed single peaks having parameters of δ=0.21-0.28 mm s-1.Unstable intermediate and stable final bis(TsCH2NC) octaethyl verdohemochromes, obtained by the addition of TsCH2NC to 4, were compared with the 1H NMR and Moessbauer spectra.

THE TOTAL SYNTHESIS OF BILIVERDINS OF BIOLOGICAL INTEREST

The total synthesis of eight biliverdin isomers was achieved by oxidation of the corresponding 1,19-di-t-butyloxycarbonyl-b-bilenes.One of the biliverdin isomers is mesobiliverdin IXα - a dipropionate bilitriene -, one is a diacetate bilitriene, three iso