183061-79-2

Upstream product

• 183005-26-7 (R)-3-[(3R,4R,5R)-4,5-((R)-Benzylidenedioxy)-2-oxotetrahydropyran-3-yloxycarbonylmethyl]-4-[5-benzyloxycarbonyl-3-(2-methoxycarbonylethyl)-4-methoxycarbonylmethylpyrrol-2-ylmethyl]-2,8-bis(2-methoxycarbonylethyl)-7-methoxycarbonylmethyl-9-(2,2,2-... 
• 135100-97-9 4-[5-Benzyloxycarbonyl-3-(2-methoxycarbonylethyl)-4-methoxycarbonylmethylpyrrol-2-ylmethyl]-2,8-bis(2-methoxycarbonylethyl)-7-methoxycarbonylmethyl-9-(2,2,2-tribromoethoxycarbonyl)-3-(2-trimethylsilylethoxycarbonylmethyl)-4,5-dihydrodipyrrin-1(10H)-one 
• 135100-96-8 4-[5-Benzyloxycarbonyl-3-(2-methoxycarbonylethyl)-4-methoxycarbonylmethylpyrrol-2-ylmethyl]-7-carboxymethyl-2,8-bis(2-methoxycarbonylethyl)-9-(2,2,2-tribromoethoxycarbonyl)-3-(2-trimethylsilylethoxycarbonylmethyl)-4,5-dihydrodipyrrin-1(10H)-one 
• 183005-19-8 Dimethyl 1-(tert-butoxycarbonyl)-7-methoxycarbonylmethyl-9-(2,2,2-tribromoethoxycarbonyl)-3-(2-trimethylsilylethoxycarbonylmethyl)-5,10-dihydrodipyrrin-2,8-dipropionate 
• 183005-20-1 2,8-Bis(2-methoxycarbonylethyl)-7-methoxycarbonylmethyl-9-(2,2,2-tribromoethoxycarbonyl)-3-(2-trimethylsilylethoxycarbonylmethyl)-5,10-dihydrodipyrrin-1-carboxylic acid 
• 183005-21-2 5-[5-Iodo-4-(2-methoxycarbonyl-ethyl)-3-(2-trimethylsilanyl-ethoxycarbonylmethyl)-1H-pyrrol-2-ylmethyl]-3-(2-methoxycarbonyl-ethyl)-4-methoxycarbonylmethyl-1H-pyrrole-2-carboxylic acid 2,2,2-tribromo-ethyl ester 
• 183005-15-4 5-Acetoxymethyl-3-(2-methoxycarbonyl-ethyl)-4-(2-trimethylsilanyl-ethoxycarbonylmethyl)-1H-pyrrole-2-carboxylic acid benzyl ester 
• 183005-06-3 3-(2-Methoxycarbonyl-ethyl)-5-methyl-4-(2-trimethylsilanyl-ethoxycarbonylmethyl)-1H-pyrrole-2-carboxylic acid benzyl ester 
• 183005-17-6 5-Acetoxymethyl-3-(2-methoxycarbonyl-ethyl)-4-(2-trimethylsilanyl-ethoxycarbonylmethyl)-1H-pyrrole-2-carboxylic acid tert-butyl ester 
• 183005-16-5 5-Acetoxymethyl-3-(2-methoxycarbonyl-ethyl)-4-(2-trimethylsilanyl-ethoxycarbonylmethyl)-1H-pyrrole-2-carboxylic acid 
• 183005-14-3 4-Carboxymethyl-3-(2-methoxycarbonyl-ethyl)-5-methyl-1H-pyrrole-2-carboxylic acid benzyl ester 
• 183005-18-7 3-(2-Methoxycarbonyl-ethyl)-4-methoxycarbonylmethyl-1H-pyrrole-2-carboxylic acid 2,2,2-tribromo-ethyl ester 
• 183005-13-2 4-Iodo-3-(2-methoxycarbonyl-ethyl)-5-methyl-1H-pyrrole-2-carboxylic acid benzyl ester 
• 74839-04-6 2-[(E)-Hydroxyimino]-3-oxo-hexanedioic acid 1-benzyl ester 6-methyl ester 

Relevant academic research and scientific papers

Biosynthesis of porphyrins and related macrocycles. Part 44. Synthetic and stereochemical studies on the proposed spiro intermediate for biosynthesis of the natural porphyrins

A route is devised for synthesis of both enantiomers of the spiro lactam 4. The enzyme uroporphyrinogen III synthase (cosynthetase), which converts hydroxymethylbilane 1 into uroporphyrinogen III 3, is competitively inhibited more than twenty times more s

Biosynthesis of porphyrins and related macrocycles. Part 45. Determination by a novel X-ray method of the absolute configuration of the spiro lactam which inhibits uroporphyrinogen III synthase (cosynthetase)

A novel approach, involving X-ray analysis of a specifically designed racemate, in combination with correlations by circular dichroism, allows the absolute configuration of the spiro lactam 4 to be determined. The outcome is that the enantiomer of this lactam which strongly inhibits uroporphyrinogen III synthase (cosynthetase) has the R-configuration and the implications of this finding are briefly discussed.

Stereochemical Studies on the Proposed Spiro Intermediate for the Biosynthesis of the Natural Porphyrins: Determination by a Novel X-Ray Method of the Absolute Configuration of the Spirolactam which Inhibits Cosynthetase

A novel X-ray analysis, combined with correlations by circular dichroism, has been used to establish the (R)-configuration at the stereocentre in that enantiomer of the spirolactam 4 which strongly inhibits uroporphyrinogen III synthase.