114091-97-3

Upstream product

• 70988-60-2 tert-Butyl 5-acetoxymethyl-3-(2-methoxycarbonylethyl)-4-methoxycarbonylmethylpyrrole-2-carboxylate 
• 1025883-24-2 9-Benzyloxycarbonyl-4-[3-(methoxycarbonylethyl)-4-methoxycarbonylmethyl-5-(2,2,2-tribromoethoxycarbonyl)pyrrol-2-ylmethyl]-2,8-bis(2-methoxycarbonylethyl)-3,7-bis(methoxycarbonylmethyl)-4,5-dihydrodipyrrin-1(10H)thione 
• 207974-92-3 1-Benzyloxycarbonyl-2,8-bis(2-methoxycarbonylethyl)-3,7-bis(methoxycarbonylmethyl)-9-(2,2,2-tribromoethoxycarbonyl)dipyrromethane 
• 155434-80-3 dimethyl 1-benzyloxycarbonyl-9-carboxy-3,7-bis(methoxycarbonylmethyl)-5,10-dihydrodipyrrin-2,8-dipropionate 
• 155434-98-3 5-Acetoxymethyl-3-(2-methoxycarbonyl-ethyl)-4-methoxycarbonylmethyl-1H-pyrrole-2-carboxylic acid 2,2,2-tribromo-ethyl ester 
• 155434-89-2 4-[5-benzyloxycarbonyl-4-(2-methoxycarbonylethyl)-3-(methoxycarbonylmethyl)pyrrol-2-ylmethyl]-2,7-bis-(2-methoxycarbonylethyl)-3,8-bis(methoxycarbonylmethyl)-9-(2,2,2-tribromoethoxycarbonyl)-4,5-dihydrodipyrrin-1(10H)-one 
• 50622-60-1 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 
• 75975-54-1 tert-butyl 3,3'-bis<(methoxycarbonyl)methyl>-4,4'-bis<β-(methoxycarbonyl)ethyl>-5-<(benzyloxy)carbonyl>dipyrrylmethane-5-carboxylate 

Downstream Products

• 136727-30-5 dibenzyl 2,8,12,18-tetrakis(2-methoxycarbonylethyl)-3,7,13,17-tetrakis(methoxycarbonylmethyl)bilane-1,19-dicarboxylate 
• 114125-37-0 dibenzyl 2,8,13-tris(2-methoxycarbonylethyl)-3,7,12-tris(methoxycarbonylmethyl)-5,10,15,17-tetrahydrotripyrrin-1,14-dicarboxylate 
• 136727-21-4 dimethyl 1-benzyloxycarbonyl-9-formyl-3,7-bis(methoxycarbonylmethyl)-5,10-dihydrodipyrrin-2,8-dipropionate 

Relevant academic research and scientific papers

Biosynthesis of porphyrins and related macrocycles. Part 47. Synthesis and chemistry of 2H-pyrroles (pyrrolenines) related to the proposed spiro-intermediate for porphyrin biosynthesis

It is proposed that the biosynthesis of uroporphyrinogen III 3, the parent precursor of the natural porphyrins, chlorins and corrins, involves a pyrrolenine 2 as a key intermediate, yet methods for the synthesis of such systems are not available. Novel routes for the synthesis of pyrrolenines by desulfurisation of unsaturated thiolactams have now been devised and the chemistry of such compounds has been explored. Enzymic experiments are carried out using a model pyrrolenine indicating that deletion of one of the pyrrole rings of the putative intermediate 2 leads to loss of tight binding.

Biosynthesis of porphyrins and related macrocycles. Part 48. The rearrangement of 2H-pyrroles (pyrrolenines) related to the proposed spiro-intermediate for porphyrin biosynthesis

It is proposed that the biosynthesis of uroporphyrinogen III 3, the parent precursor of the natural porphyrins, chlorins and corrins, involves a 2H-pyrrole (pyrrolenine) 2 as a key intermediate. Model pyrrolenines have now been used to show that (a) pyrro

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.