479666-72-3

Upstream product

• 479666-71-2 2-((S)-1-{[2-((S)-1-tert-butoxycarbonylamino-2-methyl-propyl)-1,5-dimethyl-1H-imidazole-4-carbonyl]-amino}-2-methyl-propyl)-1,5-dimethyl-1H-imidazole-4-carboxylic acid methyl ester 
• 479666-61-0 2-((S)-1-tert-butoxycarbonylamino-2-methyl-propyl)-1,5-dimethyl-1H-imidazole-4-carboxylic acid 
• 13734-41-3 t-Boc-L-valine 
• 479666-58-5 2-((S)-1-tert-butoxycarbonylamino-1,5-dimethyl-propyl)-5-methyl-1H-imidazole-4-carboxylic acid methyl ester 
• 203782-23-4 N²-(tert-butoxycarbonyl)-N¹-(1-methoxycarbonyl-2-oxopropyl)valinamide 

Downstream Products

• 780749-50-0 2-(1-{[2-(1-amino-2-methyl-propyl)-1,5-dimethyl-1H-imidazole-4-carbonyl]-amino}-2-methyl-propyl)-1,5-dimethyl-1H-imidazole-4-carboxylic acid 

Relevant academic research and scientific papers

Synthesis of libraries of thiazole, oxazole and imidazole-based cyclic peptides from azole-based amino acids. A new synthetic approach to bistratamides and didmolamides

Treatment of a 1: 1 mixture of the thiazole-based amino acids 8a and 8b with FDPP-i-Pr2NEt in CH3CN gave a mixture of the cyclic trimers 14, 15, 16 and 17 and the cyclic tetramers 19 and 23 in the ratio 2: 7: 5: 8: 1: 1 and in a comb

Syntheses and structures of imidazole analogues of Lissoclinum cyclopeptides

The syntheses of the cyclic peptides 3-7, which contain imidazole units in their backbones and resemble naturally occurring marine cyclopeptides such as westiellamide and ascidiacyclamide, are described. Structural investigations on the trimer 3 reveal a molecular triangle conformation with all lone pairs of the imidazole nitrogen atoms and the hydrogen atoms of the secondary amides directed to the center of the macrocycle. The structures of the tetramers 4 and 6 display distorted molecular square conformations with the heterocycles (4) and the αCH groups (6) placed at the comers of the rectangle, respectively. ( Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003).

Synthesis of a new class of imidazole-based cyclic peptides

A new class of cyclic peptides based on dipeptidyl imidazoles is presented. Their structure consists of imidazole units alternating with standard amino acid residues and resembles naturally occurring marine cyclopeptides such as westiellamide and ascidiacyclamide.