新产品编号:1098417
Chemical Name: 2-(tert-Butoxycarbonyl-L-leucyl-L-leucyl)-1H-imidazole
项目整合开发状态: Biological Testing
项目研究机构: Cephalon (Originator)
合成路线:The condensation of tert-butoxycarbonyl-L-leucinal (I) with 1-benzylimidazole (II) by means of BuLi in THF gives 1-benzyl-2-[2(S)-(tert-butoxycarbonylamino)-1-hydroxy-4-methylpentyl]imidazole (III),which is hydrolyzed with HCl in dioxane yielding 2-(2(S)-amino)-1-hydroxy-4-methylpentyl]-2-benzylimidazole (IV).The condensation of (IV) with tert-butoxycarbonyl-L-leucine (V) by means of dicyclohexylcarbodiimide (DCC) and hydroxybenzotriazole (HOBT) in TFA/dichloromethane affords the protected seudo-dipeptide (VI),which is debenzylated with H2 over Pd/C giving the expected seudo-peptide (VII): Finally,this compound is oxidizad with the Dess-Martin oxidant.
📌 参考资料/链接:
参考文献标题:Inhibition of calpain by peptidyl heterocycles
文献作者:Tao,M.; et al.
参考来源:Bioorg Med Chem Lett 1996,6(24),3009