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新产品编号:1101581

Chemical Name: 5-(6-Cyclohexyl-3-hexynyl)-1H-imidazole
项目整合开发状态: Biological Testing
项目研究机构: Gliatech (Originator)
合成路线:The reaction of 3-[1-(triphenylmethyl)imidazol-4-yl]propionaldehyde (I) with carbon tetrabromide by means of lithium dicyclohexylamine gives 1,1-dibromo-4-[1-(triphenylmethyl)imidazol-4-yl]-2-butanol (II),which is treated with methanesulfonyl chloride in THF to yield the corresponding mesylate (III).The elimination reaction over (III) with triethylamine affords 1,1-dibromo-4-[1-(triphenylmethyl)imidazol-4-yl]-1-butene (IV),which by tretment with butyllithium in THF gives 4-[1-(triphenylmethyl)imidazol-4-yl]-1-butyne (V).The condensation of (V) with 2-cyclohexylethyl iodide (VI) by means of butyllithium and tetramethylethylenediamine (TEMDA) gives the 3-hexyne derivative (VII),which is finally deprotected with HCl in hot ethanol.
📌 参考资料/链接:
参考文献标题:New acetylene based histamine H3 receptor antagonists derived from the marine natural product verongamine
文献作者:Ali,S.M.; Tedford,C.E.; Gregory,R.; Yates,S.L.; Phillips,J.G.
参考来源:Bioorg Med Chem Lett 1998,8(10),1133