Bis-imine primary amine protection of the dialkyltriamine, norspermidine

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• 作者：Adrian S. Culf^a ; ^b ; ^{adrianc@canceratl.ca} ; Jennifer A. Melanson^b ; ^&dagger ; ; ^§ ; ; Rodney J. Ouellette^a ; ^&Dagger ; ; Glen G. Briand^b ; ^§ ; ; ^{gbriand@mta.ca}
• 关键词：Polyamine ; Imine ; Protection
• 刊名：Tetrahedron Letters
• 出版年：2012
• 期刊代码：109_00404039
• 类别：ch
• 出版时间：27 June, 2012
• 卷：53
• 期：26
• 页码：3301-3304
• 文件大小：401 K

摘要

This Letter details the particular use of salicylaldehyde (2-hydroxybenzaldehyde) for the regiospecific protection of primary amines in a representative polyamine, norspermidine (N-(3-aminopropyl)propane-1,3-diamine) under mild reaction conditions in high yield. The lack of intramolecular hexahydropyrimidine formation allowed for subsequent N²-acylation and N²-alkylation reactions, typical of polyamine synthetic strategies.