新产品编号:1106327
Chemical Name: N-[1(S)-Formyl-3-methylbutyl]-4-methyl-2(R)-[2-(naphthalen-2-ylsulfonyl)ethyl]pentanamide; N-[4-Methyl-2(R)-[2-(naphthalen-2-ylsulfonyl)ethyl]pentanoyl]-L-leucinal
项目整合开发状态: Biological Testing
项目研究机构: Cephalon (Originator)
合成路线:2-Naphtalenethiol (I) was treated with ethyl 4-bromobutyrate (II) and NaH to give thioether (III).Alkylation of (III) with isobutyl iodide (IV) in the presence of LDA afforded racemic (V),which was then hydrolyzed to the acid (VI) on treatment with litium hydroxide.Coupling of racemic acid (VI) with (S)-leucinol (VII) yielded a mixture of diastereomeric amides,which were separated by column chromatography.Diastereoisomer (VIII) was oxidized with m-chloroperbenzoic acid to give sulfone (IX),and was further oxidized with DMSO and sulfur trioxide-pyridine complex to produce the target aldehyde.
📌 参考资料/链接:
参考文献标题:Nonpeptidic inhibitors of recombinant human calpain; I
文献作者:Chatterjee,S.; et al.
参考来源:Bioorg Med Chem Lett 1997,7(3),287-290