A Focused Library of Tetrahydropyrimidinone Amides via a Tandem Biginelli-Ugi Multi-Component Process

Stefan Werner; David M. Turner; Michael A. Lyon; Donna M. Huryn; Peter Wipf

doi:10.1055/s-2006-949648

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Synlett 2006(14): 2334-2338
DOI: 10.1055/s-2006-949648

CLUSTER

A Focused Library of Tetrahydropyrimidinone Amides via a Tandem Biginelli-Ugi Multi-Component Process

Stefan Werner, David M. Turner, Michael A. Lyon, Donna M. Huryn, Peter Wipf*
Center for Chemical Methodologies and Library Development (UPCMLD), University of Pittsburgh, Pittsburgh, PA 15260, USA
Fax: +1(412)6240787; e-Mail: pwipf@pitt.edu;

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Publication History

Received 30 May 2006
Publication Date:
24 August 2006 (online)

Abstract
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Abstract

A second generation focused library of 30 tetrahydropyrimidinone amides was prepared. The design was based on the structure of an Hsp70 modulator. This small library demonstrates the utility of tandem multi-component reactions in structure-activity relationship studies of biological lead molecules. The tandem Biginelli-Ugi multi-component reaction facilitated the effective variation of four different substituents and allowed the synthesis of the library members in a sequence of only two one-pot reactions.

Key words

Biginelli reactions - Ugi reactions - cascades - Hsp70 - pyrimidinones

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