150-61-8. Name is N1,N2-Diphenylethane-1,2-diamine, belongs to catalyst-ligand compound, is a common compound. In an article, authors is Bergstrom, Donald E., once mentioned the new application about 150-61-8.
Synthesis of 2′-Deoxy-&beta-D-ribofuranosyl Imidazole and Thiazole C-Nucleosides
A synthetic route to 2-carbamoyl-4-(2′-deoxy-beta-D-ribofuranosyl)imidazole 3, starting from 2-deoxy-3,5-di-O-toluoyl-beta-D-ribofuranosyl cyanide 4, was developed.The key steps are reduction of the cyano group of compound 4 to a formyl and subsequent condensation with tosylmethyl isocyanide to yield the formamido derivate 7, which was dehydrated to an isocyanide and ring closed with either ammonia or a primary amine to yield protected C-4 linked imidazolyl deoxyribosyl derivatives 9a-c.Ring closure with H2S followed by removal of the toluoyl protecting groups with ammonia gave 5-(2′-deoxy-beta-D-ribofuranosyl)thiazole 11.A cyano group can be introduced at C-2 of the imidazole nucleosides by way of the reagent N-cyano-4-(dimethylamino)pyridinium bromide.Subsequent hydrolysis of the cyano functional group with alkaline hydrogen peroxide yields a carboxamide substituent.All of the transformations were able to be carried out without affecting the beta-configuration at the anomeric carbon.A p-nitrophenylethyl protecting group was introduced at N-3 of the imidazole during ring closure in order to obtain a protected derivative that could be selectively modified at the deoxyribosyl (erythro-pentofuranosyl) hydroxy groups.
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Reference£º
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI