80822-62-4

Upstream product

• 420-04-2 CYANAMID 
• 1069-31-4 DL-ornithine hydrochloride 
• 84772-29-2 ornithine ethyl ester dihydrochloride 
• 917919-57-4 tert-butyl [4-(3-aminopropyl)-1H-imidazol-2-yl]carbamate 

Downstream Products

• 1207462-73-4 C₁₃H₂₂N₄ 
• 202391-71-7 4-(3-aminopropyl)-1H-imidazol-2-amine 
• 1060978-76-8 C₁₉H₂₁Br₂N₅O 
• 1060978-75-7 C₁₉H₂₁Br₂N₅O₂ 
• 1060978-74-6 C₁₈H₁₉Br₂N₅O 
• 1060978-73-5 C₁₇H₁₆Br₃N₅O 
• 1060978-72-4 C₁₇H₁₇Br₂N₅O 

Relevant academic research and scientific papers

Diastereoselective pictet-spengler reactions of a tethered 2-aminoimidazole

The diastereoselective Pictet-Spengler reaction of aminopropyl-2- aminoimidazole with enantiopure aldehydes has been investigated. With amino acid-derived aldehydes, anti stereochemistry is favoured, with a diastereoselectivity up to 92% achievable. The absolute stereochemistry of the products was determined through synthesis of a rigid derivative and from NMR data in combination with molecular modelling. The diastereoselectivity was shown to be dependent on the steric bulk of the amino acid side chain and independent of the nitrogen protecting group. Lewis acids catalysed the reaction but did not affect the diastereoselectivity.

A novel synthesis of the 2-amino-1H-imidazol-4-carbaldehyde derivatives and its application to the efficient synthesis of 2-aminoimidazole alkaloids, oroidin, hymenidin, dispacamide, monobromodispacamide, and ageladine A

A novel synthesis of 2-amino-1H-imidazol-4-carbaldehyde derivatives was achieved by the reaction of tert-butoxycarbonylguanidine with 3-bromo-1,1-dimethoxypropan-2-one as a key step. The usefulness of the derivatives as building blocks was proved by accomplishing the efficient synthesis of the representative 2-aminoimidazole alkaloids, oroidin, hymenidin, dispacamide, monobromodispacamide, and ageladine A.

INHIBITION OF BACTERIAL BIOFILMS WITH IMIDAZOLE DERIVATIVES

Disclosure is provided for imidazole derivative compounds that prevent, remove and/or inhibit the formation of biofilms, compositions comprising these compounds, devices comprising these compounds, and methods of using the same.

Synthesis of Marine Sponge Alkaloids Oroidin, Clathrodin, and Dispacamides. Preparation and Transformation of 2-Amino-4,5-dialkoxy-4,5-dihydroimidazolines from 2-Aminoimidazoles

The preparation and transformation of 2-amino-4,5-dialkoxy-4,5-dihydroimidazolines A from 2-aminoimidazoles (AIs) is described. The oxidation of 2-aminoimidazole 8 with NCS in methanol affords cyclic guanidine adduct 9 which, upon heating, affords vinylogous AI derivative 3 and 2-aminoimidazolinone (glycocyamidine) 13. Olefin 3 comprises the core structure found in the oroidin alkaloids. Furthermore, oxidation of 8 with Br2 and DMSO affords directly α,β-unsaturated imidazolinone 14 which is the key structural unit comprising the dispacamides (2). A highly facile and practical synthesis of the C11N5 marine sponge alkaloids oroidin (1a), clathrodin (1c), and dispcamides (2) is outlined.