172269-76-0

Upstream product

• 87281-59-2 4-Methoxycarbonylmethyl-3-methyl-5-trichloromethyl-1H-pyrrole-2-carboxylic acid benzyl ester 
• 202057-95-2 3-Methoxycarbonylmethyl-4-methyl-1H-pyrrole-2,5-dicarboxylic acid 2-methyl ester 
• 202057-99-6 dimethyl 2,8-bis(2-hydroxyethyl)-3,7-dimethyl-5-phenyl-1,9-dipyrrylmethanedicarboxylate 
• 172269-80-6 C₄₁H₄₂N₂O₈ 
• 172269-79-3 dibenzyl 2,8-di(2-hydroxyethyl)-3,7-dimethyl-5-phenyldipyrrylmethane-1,9-dicarboxylate 
• 100-52-7 benzaldehyde 
• 202057-98-5 dimethyl 2,8-bis(methoxycarbonylmethyl)-3,7-dimethyl-5-phenyl-1,9-dipyrrylmethanedicarboxylate 
• 202057-94-1 3-Methoxycarbonylmethyl-4-methyl-1H-pyrrole-2,5-dicarboxylic acid 5-benzyl ester 2-methyl ester 
• 202057-96-3 5-Iodo-3-methoxycarbonylmethyl-4-methyl-1H-pyrrole-2-carboxylic acid methyl ester 
• 202057-97-4 3-Methoxycarbonylmethyl-4-methyl-1H-pyrrole-2-carboxylic acid methyl ester 
• 108-24-7 acetic anhydride 
• 202058-00-2 2,8-bis(2-hydroxyethyl)-3,7-dimethyl-5-phenyl-1,9-dicarboxydipyrrylmethane 
• 172269-75-9 dibenzyl 2,8-di(2-acetoxyethyl)-3,7-dimethyl-5-phenyldipyrrylmethane-1,9-dicarboxylate 

Relevant academic research and scientific papers

Concerning the Synthesis of 3,7,13,17-Tetramethyl-5,15-diphenylporphyrin, a Sterically Hindered Porphyrin

The synthesis of the sterically hindered porphyrin 1 (3,7,13,17-tetramethyl-5,15-diphenylporphyrin) could only be achieved by first preparing a 5,15-meso substituted octaalkylporphyrin. Thus, the synthesis of a 2,8,12,18-tetrakis(2-hydroxyethyl)-3,7,13,17-tetramethyl-5,15-diphenylporphyrin (12) had to precede the synthesis of 1. The 2-hydroxyethyl side chains were then converted into vinyl residues via the corresponding 2-chloroethyl intermediates. The four vinyl residues (at C2, C8, C12, C18) were cleaved using a resorcinol melt, and the tetra β-unsubstituted porphyrin 1 was then obtained. Porphyrin 1 could not be prepared by direct condensation of benzaldehyde with 3-methylpyrrole nor with a meso-phenyl β-unsubstituted dipyrrylmethane.

Selective Synthesis of Monoaryl Substituted Porphyrins

A synthetic route to meso-monoarylporphyrins using a MacDonald-type 2+2 condensation is described.In this method a bisformyl substituted dipyrrylmethane is treated with a biscarboxydipyrrylmethane.The 5-aryldipyrrylmethanes 15, 25 and 27 were obtained by condensation of the corresponding pyrroles 18, 28 and 29 respectively with benzaldehyde in presence of p-toluenesulfonic acid.