First Synthesis of a G-2 Melamine Dendrimer with Serinolic Peripheral Groups

Mircea      Darabantu; Monica      Pintea; Marijana      Fazekas; Pedro      Lameiras; Camelia      Berghian; Isabelle      Delhom; Ioan      Silaghi-Dumitrescu; Nelly      Ple; Alain      Turck

doi:10.2174/157017806779467933

Abstract

The first convergent and non-protective synthesis of a G-2 melamine dendrimer having (1S,2S)-1,3- dihydroxy-1-(4-nitrophenyl)-prop-2-ylamino units as peripheral groups (from l-p-nitrophenylserinol) and piperazine as linker is described to occur in five linear steps and 27% overall yield. The restricted rotation about Csp2(s-triazine)-N(exocyclic) bonds, exhibited by all compounds, is discussed as relevant.

Keywords: Dendrimers, convergent approach, melamine, NMR, s-triazine

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Letters in Organic Chemistry

Title: First Synthesis of a G-2 Melamine Dendrimer with Serinolic Peripheral Groups

Volume: 3 Issue: 12

Author(s): Mircea Darabantu, Monica Pintea, Marijana Fazekas, Pedro Lameiras, Camelia Berghian, Isabelle Delhom, Ioan Silaghi-Dumitrescu, Nelly Ple and Alain Turck

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Keywords: Dendrimers, convergent approach, melamine, NMR, s-triazine

Abstract: The first convergent and non-protective synthesis of a G-2 melamine dendrimer having (1S,2S)-1,3- dihydroxy-1-(4-nitrophenyl)-prop-2-ylamino units as peripheral groups (from l-p-nitrophenylserinol) and piperazine as linker is described to occur in five linear steps and 27% overall yield. The restricted rotation about Csp2(s-triazine)-N(exocyclic) bonds, exhibited by all compounds, is discussed as relevant.

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Darabantu Mircea, Pintea Monica, Fazekas Marijana, Lameiras Pedro, Berghian Camelia, Delhom Isabelle, Silaghi-Dumitrescu Ioan, Ple Nelly and Turck Alain, First Synthesis of a G-2 Melamine Dendrimer with Serinolic Peripheral Groups, Letters in Organic Chemistry 2006; 3 (12) . https://dx.doi.org/10.2174/157017806779467933