155434-87-0

Upstream product

• 1026645-20-4 3-(5-Chlorocarbonyl-4-methoxycarbonylmethyl-2-methyl-1H-pyrrol-3-yl)-propionic acid methyl ester 
• 155434-80-3 dimethyl 1-benzyloxycarbonyl-9-carboxy-3,7-bis(methoxycarbonylmethyl)-5,10-dihydrodipyrrin-2,8-dipropionate 
• 1026901-15-4 5-Chloromethyl-4-(2-methoxycarbonyl-ethyl)-3-methoxycarbonylmethyl-1H-pyrrole-2-carboxylic acid 2,2,2-tribromo-ethyl ester 
• 155434-86-9 methyl 4-methoxycarbonylmethyl-2-methyl-5-(2,2,2-tribromoethoxycarbonyl)pyrrole-3-propionate 
• 50622-78-1 Benzyl 4-(2-methoxycarbonylethyl)-3-methoxycarbonylmethyl-5-methylpyrrole-2-carboxylate 
• 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 
• 107751-49-5 4-(2-Methoxycarbonyl-ethyl)-3-methoxycarbonylmethyl-5-methyl-1H-pyrrole-2-carboxylic acid 
• 75975-54-1 tert-butyl 3,3'-bis<(methoxycarbonyl)methyl>-4,4'-bis<β-(methoxycarbonyl)ethyl>-5-<(benzyloxy)carbonyl>dipyrrylmethane-5-carboxylate 
• 104705-81-9 5-Acetoxymethyl-4-(2-methoxycarbonyl-ethyl)-3-methoxycarbonylmethyl-1H-pyrrole-2-carboxylic acid 2,2,2-tribromo-ethyl 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 

Downstream Products

• 155434-92-7 4-<5-benzyloxycarbonyl-4-(2-methoxycarbonylethyl)-3-(methoxycarbonylmethyl)pyrrol-2-ylmethyl>-14-formyl-2,7,12-tris(2-methoxycarbonylethyl)-3,8,13.tris(methoxycarbonylmethyl)-4,5,10,16-tetrahydrotripyrrin-2(15H)-one 
• 155434-90-5 C₄₄H₅₁N₃O₁₇ 
• 155434-91-6 4-<5-benzyloxycarbonyl-4-(2-methoxycarbonylethyl)-3-(methoxycarbonylmethyl)pyrrol-2-ylmethyl>-2,7-bis-(2-methoxycarbonylethyl)-3,8-bis(methoxycarbonylmethyl)-4,5-dihydrodipyrrin-1(10H)-one 

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.

Synthetic Studies on the Proposed Spiro Intermediate for Biosynthesis of the Natural Porphyrins: Inhibition of Cosynthetase

A macrocyclic spiro-lactam is synthesised which closely resembles the spiro system proposed as a biosynthetic intermediate for uro'gen-III; this spiro-lactam powerfully inhibits cosynthetase, the enzyme responsible for forming uro'gen-III.