75488-04-9

Upstream product

• 75488-16-3 tert-Butyl-(3-ethyl-4-methyl-pyrrolyl-2)-methanoat 
• 37945-74-7 benzyl 5-acetoxymethyl-4-(2-chloroethyl)-3-methylpyrrole-2-carboxylate 

Downstream Products

• 112452-50-3 benzyl 2-(2-chloroethyl)-6-ethoxycarbonyl-4-ethyl-1,3,5,6'-tetramethyltripyrrene-1'-carboxylic acid hydrobromide 
• 112452-55-8 4-(2-chloroethyl)-8-ethoxycarbonyl-6-ethyl-1',1-bis(2-methoxycarbonylethyl)-2,3,5,7,8'-pentamethyl-a,c-biladiene dihydrobromide 

Relevant academic research and scientific papers

Studies of Spiro-chlorin Formation Using Porphyrin Amides

Syntheses of 7-(3-ethoxycarbonylpropyl)-2,3,5-triethyl-1,4,6,8-tetramethylporphyrin (8) (via the MacDonald dipyrrylmethane route) and 2-(2-chloroethyl)-4-ethyl-6-methoxycarbonyl-7-(3-methoxycarbonylpropyl)-1,3,5,8-tetramethylporphyrin (22) (via the tripyrrene route) are described.The corresponding pyrrolidines of these compounds were cyclized in high yield to furnish the spiroimines (20 and 30 respectively), but attempts to hydrolyze these imines to the appropriate spiroketochlorins were largely unsuccessful.A small amount of the spiroketochlorin 9 (from 8) was obtained, and this was succesfully hydrogenated to give the dihydro derivative 21.The major problem in imine hydrolysis was observed to be reversion to the parent porphyrin through simple bond migration and spiro ring cleavage.A successfull transformation of protoporphyrin-IX dimethyl ester (31) into mesoporphyrin-IX dimethyl ester (32) using di-imide generated from dipotassium azodicarboxylate is discribed.