546113-19-3Relevant academic research and scientific papers
Facile conversion of amino acids into 1-alkyl imidazole-2-thiones, and their oxidative desulfurization to imidazoles with benzoyl peroxide
Wolfe, Derek M.,Schreiner, Peter R.
, p. 2002 - 2008 (2008/02/11)
Glycine was acylated with isothiocyanates and condensed to 3-alkyl 2-thiohydantoins, which were reduced with a mixture of sodium borohydride and lithium chloride and dehydrated to 1-alkyl imidazole-2-thiones. These were oxidatively desulfurized to imidazoles with benzoyl peroxide. No chromatography was required for model compounds. The methods developed were used to elaborate tyrosine to 1,4-di(p-methoxybenzyl)imidazole, a common intermediate in the syntheses of three imidazoles from the sponge Leucetta. Georg Thieme Verlag Stuttgart.
1-Methyl-3-trimethylsilylparabanic acid as an effective reagent for the preparation of N-substituted (1-methyl-2,5-dioxo-1,2,5H-imidazolin-4-YL)-amines and its application to the total synthesis of isonaamidines A and C, antitumor imidazole alkaloids
Nakamura, Seikou,Kawasaki, Ikuo,Yamashita, Masayuki,Ohta, Shunsaku
, p. 583 - 598 (2007/10/03)
1-Methyl-3-trimethylsilylparabanic acid (17) was successfully used in the final step of the total synthesis of isonaamidine A (9), isonaamidine C (11) and pyronaamidine (8), antitumor marine imidazole alkaloids.
