138408-51-2

Upstream product

• 111157-54-1 (Z)-N-<3-(1-Triphenylmethyl-1H-imidazol-4-yl)allyl>phthalimid 
• 33016-47-6 (1-tritylimidazol-4-yl)carboxaldehyde 
• 132553-81-2 N-<3-(1-trityl-1H-imidazol-4-yl)prop-2-enyl>-trichloroacetamide cis 

Downstream Products

• 192197-39-0 N-[3-(1-trityl-1H-imidazol-4-yl)prop-2-enyl]-4-bromo-1H-pyrrole-2-carboxamide Z 
• 34649-22-4 oroidin 
• 192197-45-8 N-[3-(2-amino-1-trityl-1H-imidazol-4-yl)prop-2-enyl]4-bromo-1H-pyrrole-2-carboxamide Z 
• 192197-46-9 N-[3-(2-amino-1-trityl-1H-imidazol-4-yl)prop-2-enyl]4,5-dibromo-1H-pyrrole-2-carboxamide Z 
• 192197-42-5 N-[3-(2-azido-1-trityl-1H-imidazol-4-yl)prop-2-enyl]4-bromo-1H-pyrrole-2-carboxamide Z 
• 192197-44-7 N-[3-(2-azido-1-trityl-1H-imidazol-4-yl)prop-2-enyl]4,5-dibromo-1H-pyrrole-2-carboxamide Z 
• 141400-38-6 C₃₈H₄₃N₇O₂S 
• 158229-40-4 N-<3-(2-azido-1-trityl-1H-imidazol-4-yl)prop-2-enyl>-1H-pyrrole-2-carboxamide 
• 158229-41-5 N-<3-(2-amino-1-trityl-1H-imidazol-4-yl)prop-2-enyl>-1H-pyrrole-2-carboxamide 

Relevant academic research and scientific papers

Synthesis of 2-aminoimidazole marine metabolites: clathrodine and 3'-amino-1'--prop-2'-ene

The synthesis of 2-aminoimidazole marine metabolites has induced various studies on the reactivity of the imidazole nucleus, especially in positions 2 and 4(5); these studies were helpful to prepare naturally occuring clathrodine and 3'-amino-1'-2-aminoi

Synthesis of (Z)- and (E)-3-(1H-imidazol-4-yl)-2-propenamine and some 3-(1H-imidazol-4-yl)propanamines

3-(1H-Imidazol-4-yl)propanamine (6, homohistamine), an essential intermediate for the synthesis of potent impromidine-type histamine H2 receptor agonists, is efficiently prepared from trans-urocanic acid (1) by reduction of the methyl ester 2 and conversion to the saturated amide 4.Dehydration with thionyl chloride yields the nitrile 5 which is subsequently reduced to 6.Side-chain methylated 3-(1H-imidazol-4-yl)propanamines 12 are available from 1H-imidazole-4-carbaldehyde (7) and 1-(1H-imidazol-4-yl)ethanone (8), respectively, via unsaturated nitriles 10 and stepwise reduction.Cyclization of the appropiate 4-bromo-5-oxohexanenitriles 14α with formamidine in liquid ammonia and reduction of the obtained nitriles 15 furnishes ring-methylated amines 16. (E)-3-(1H-Imidazol-4-yl)-2-propenamine is obtained in six steps from the trans-ester 2 while (Z)-23 is accessible by treating 7 with triphenyl(2-phthalimidoethyl)phosphonium bromide (17) and final deprotection.These primary amines are valuable intermediates for the synthesis of impromidine analogues. Key Words: Homohistamine / Imidazole derivatives / 2-Propenamine derivatives / Impromidine