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The synthesis of an isopropyl substituted 1,4,7-triazacyclononane via an in situ sequential macrocyclisation method

Stones, G. and Argouarch, G. and Kennedy, A.R. and Sherrington, D.C. and Gibson, C.L. (2003) The synthesis of an isopropyl substituted 1,4,7-triazacyclononane via an in situ sequential macrocyclisation method. Organic and Biomolecular Chemistry, 1 (13). pp. 2357-2363. ISSN 1477-0520

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Abstract

Using L-valine methyl ester hydrochloride as starting material, the synthesis of ( 2S)- 2- isopropyl- 1,4,7- trimethyl-1,4,7- triazacyclononane is described. Various standard Richman - Atkins cyclisation methods gave only poor yields in the key macrocyclisation step. Efficient macrocyclisation yields were, however, realised when an in situ sequential cyclisation method was developed.