Synthesis 2005(12): 2080-2083  
DOI: 10.1055/s-2005-869963
PSP
© Georg Thieme Verlag Stuttgart · New York

Preparation of 1,3,5-Tris(aminomethyl)-2,4,6-triethylbenzene from Two Versatile 1,3,5-Tri(halosubstituted) 2,4,6-Triethylbenzene Derivatives

Karl J. Wallacea, Robert Hanesa, Eric Anslyn*a, Jeroni Moreyb, Kathleen V. Kilwayc, Jay Siegeld
a Department of Chemistry and Biochemistry, The University of Texas, Austin, Texas 78712, USA
Fax: +1(512)4717791; e-Mail: [email protected];
b Department of Chemistry, Universitat de les Illes Balears, Crtra, Valldemossa, Km 7.5, Palma de Mallorca, 07122, Spain
c Department of Chemistry, University of Missouri-Kansas City, 5100 Rockhill Rd Kansas City, MO 64110, USA
d Institute of Organic Chemistry, University of Zurich, Winterthurerstrasse 190, 8057 Zurich, Switzerland
Further Information

Publication History

Received 19 November 2004
Publication Date:
13 June 2005 (online)

Abstract

The use of 1,3,5-tris(aminomethyl)-2,4,6-triethylbenzene and the intermediates 1,3,5-tris(halomethyl)-2,4,6-triethylbenzene (halo = bromo and chloro) compounds, have been utilized as scaffolds for many molecular receptors. We report here for the first time a detailed practical synthetic procedure, starting from benzene, and in four straightforward steps, to prepare 1,3,5-tris(aminomethyl)-2,4,6-triethylbenzene, a very versatile molecular scaffold. The added advantage is the limited chromatography in the purification procedure.

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