155434-85-8

Upstream product

• 155434-80-3 dimethyl 1-benzyloxycarbonyl-9-carboxy-3,7-bis(methoxycarbonylmethyl)-5,10-dihydrodipyrrin-2,8-dipropionate 
• 50622-67-8 5-acetoxymethyl-3-(2-methoxycarbonyl-ethyl)-4-methoxycarbonylmethyl-pyrrole-2-carboxylic acid benzyl ester 
• 104705-80-8 5-[5-Iodo-4-(2-methoxycarbonyl-ethyl)-3-methoxycarbonylmethyl-1H-pyrrol-2-ylmethyl]-3-(2-methoxycarbonyl-ethyl)-4-methoxycarbonylmethyl-1H-pyrrole-2-carboxylic acid benzyl ester 
• 70988-60-2 tert-Butyl 5-acetoxymethyl-3-(2-methoxycarbonylethyl)-4-methoxycarbonylmethylpyrrole-2-carboxylate 
• 50622-60-1 3-(2-methoxycarbonyl-ethyl)-4-methoxycarbonylmethyl-pyrrole-2-carboxylic acid benzyl ester 
• 75975-54-1 tert-butyl 3,3'-bis<(methoxycarbonyl)methyl>-4,4'-bis<β-(methoxycarbonyl)ethyl>-5-<(benzyloxy)carbonyl>dipyrrylmethane-5-carboxylate 

Relevant academic research and scientific papers

Biosynthesis of Porphyrins and Related Macrocycles. Part 40. Synthesis of a Spiro-lactam Related to the Proposed Spiro-Intermediate for Porphyrin Biosynthesis: Inhibition of Cosynthetase

Routes are developed for synthesis of the tripyrrolic macrocyclic spiro-lactam 39.A minor product from the synthesis, thought earlier to be an atropisomer, has been shown by molecular mechanics calculations and re-investigation to be a dimer.The octa-acid derived from 39 closely resembles the spiro-pyrrolenine 2 proposed as a biosynthetic intermediate for uroporphyrinogen III.This octa-acid acts as a strong inhibitor of cosynthetase (uroporphyrinogen III synthase) whilst other similar systems which lack some of its functionality do not.These results strongly support the view that the spiro system 2 is indeed the biosynthetic intermediate for formation of uroporphyrinogen III 3 from hydroxymethylbilane 1.