Bis-imine primary amine protection of the dialkyltriamine,norspermidine |
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Authors: | Adrian S. Culf Jennifer A. Melanson Rodney J. Ouellette Glen G. Briand |
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Affiliation: | 1. Atlantic Cancer Research Institute, 35 Providence St., Moncton, NB, Canada E1C 8X3;2. Dept. of Chemistry & Biochemistry, Mount Allison University, Sackville, NB, Canada E4L 1G8 |
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Abstract: | 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. |
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