33255-44-6

Upstream product

• 64845-02-9 4-ethyl-5-(4-ethyl-3,5-dimethyl-pyrrol-2-ylmethylene)-3-methyl-1,5-dihydro-pyrrol-2-one 
• 64845-01-8 xanthobilirubinic acid methyl ester 
• 64-18-6 formic acid 
• 4776-32-3 (4-ethyl-5-bromomethyl-3-methyl-pyrrol-2-yliden)-(3-ethyl-5-bromo-4-methyl-pyrrol-2-yl)-methane; hydrobromide 

Downstream Products

• 20189-42-8 3-ethyl-4-methyl-pyrrole-2,5-dione 
• 66934-45-0 3,8,12-Triethyl-14-formyl-2,7,13-trimethyltripyrrin-1(15H,16H)-one 
• 951116-91-9 3,8-diethyl-2,7-dimethyl-(10H)-dipyrrin-1-one 
• 951116-92-0 3,8-diethyl-2,7-dimethyl-9-(4',6'-dioxo-2'-thioxo-(1'H,3'H,5'H)-pyrimidin-5'-ylidene)methyl-(10H)-dipyrrin-1-one 

Relevant academic research and scientific papers

On the Chemistry of Pyrrole Pigments. XXXV: A Reversible Regioselective Addition to Bilatrienes-abc

Using spectroscopic methods (UV-VIS, 1H-NMR) the reversible addition of donors (alcohols, amines, thiols, HCN, bisulfit and C-H acidic compounds) to bilatrienes-abc was investigated.This equilibrium is in close analogy to the addition of donors to a carbonyl group (as was deduced from thermodynamic and kinetic measurements) and is also the basis for understanding the photochemical isomerization of bilatrienes-abc in the adsorbed state.Based thereon a recipe for the isomerization of bilatrienes-abc in homogeneous phase giving high yields of the (E,Z,Z)-diastereomer is presented: in addition the (E,Z,E)-diastereomer of aetiobiliverdin-IV-γ was isolated and characterized for the first time.A model compound representing the intramolecular addition of a donor attached to a side chain (mimicking a peptide unit) was synthesized and studied with respect to its photochemical behaviour. - Keywords: Bilatrienes-abc; Photoisomerization; Reversible Addition

Synthesis of Unsymmetric Bile Pigments: Mesobilirubin-VIIIα, 17-Desvinyl-17-ethyl-bilirubin-VIIIα and 12-Despropionic Acid-12-ethyl-mesobilirubin-XIIIα

The unnatural bile pigments 17-desvinyl-17-ethylbilirubin-VIIIα, mesobilirubin-VIIIα and 12-despropionic acid-12-ethyl mesobilirubin-XIIIα were synthesized via (1) "reverse scrambling" of bilirubin-XIIIα or mesobilirubin-IXα with mesobilirubin-IVα or etiobilirubin-IVγ or (2) following coupling of xanthobilirubic acid methyl ester with ψ-xanthobilirubic acid methyl ester, or coupling of xanthobilirubic acid methyl ester with kryptopyrromethenone.