CONVENIENT AND SIMPLIFIED APPROACHES TO N-MONOPROTECTED TRIAMINOPROPANE DERIVATIVES - KEY INTERMEDIATES FOR BIFUNCTIONAL CHELATING AGENT SYNTHESIS

Citation
E. Benoist et al., CONVENIENT AND SIMPLIFIED APPROACHES TO N-MONOPROTECTED TRIAMINOPROPANE DERIVATIVES - KEY INTERMEDIATES FOR BIFUNCTIONAL CHELATING AGENT SYNTHESIS, Synthesis, (8), 1998, pp. 1113-1118
Citations number
27
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00397881
Issue
8
Year of publication
1998
Pages
1113 - 1118
Database
ISI
SICI code
0039-7881(1998):8<1113:CASATN>2.0.ZU;2-K
Abstract
High yields of selectively N-protected-1,2,3-triaminopropanes (1,3 or 1,2 functionalized diamines) were obtained in 6 or 4 steps from diamin o alcohols or aminodiols, respectively. These two multi-step procedure s involve protection of (he amino group, substitution of the hydroxy g roup by an azido group and selective reduction. The conditions for the first procedure allow the preparation of various N-2-monoprotected-1, 2,3-triaminopropanes 6a, 6b, but the second one is more convenient for obtaining N-1-Boc-1,2,3-triaminopropane 6'. These two simplified proc edures, which provide functionalized 1,2 or 1,3 diamines easily and wi th good overall yields, could be useful for the synthesis of bifunctio nal chelating agents.