Preprint
Optimization of the Ugi reaction using parallel synthesis and automated liquid handling
Nature precedings
29 Aug 2008
Abstract
The Ugi reaction has proved to be a convenient way to quickly create diverse libraries of compounds. It involves the reaction of an amine, an aldehyde, a carboxylic acid and an isonitrile typically in methanol at room temperature. The Ugi reaction has often been used as a tool in the synthesis of pharmacologically active molecules. It has been observed that Ugi products sometimes precipitate in pure form from the reaction mixture. This is a very fortunate outcome since the reaction can then be easily scaled up without requiring costly purification procedures such as chromatography. It would be most beneficial to optimize the Ugi product yield as obtained directly from filtering the reaction mixture without further treatment. To this end we utilized a 48-slot Mettler-Toledo MiniBlock equipped with filtration tubes. A Mettler-Toledo MiniMapper automated liquid handler was used to deliver the reagents and solvent. The parameters of interest were the concentration, the solvent composition and the excess of some of the reagents. This work was performed under Open Notebook Science conditions and links to relevant laboratory notebook pages are provided.
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Details
- Title
- Optimization of the Ugi reaction using parallel synthesis and automated liquid handling
- Creators
- Jean-Claude Bradley - Drexel UniversityKhalid Mirza - Drexel UniversityKevin Owens - Drexel UniversityTom Osborne - Mettler-Toledo (United States)Antony Williams - Royal Society of Chemistry
- Publication Details
- Nature precedings
- Number of pages
- 7
- Resource Type
- Preprint
- Language
- English
- Academic Unit
- Chemistry
- Other Identifier
- 991022200855704721