Reagent for an improved 2-step introduction of the 1,1-dimethylallyl (DMA) ester protecting group for carboxylic acids. Reaction with the acid in the presence of copper(I) iodide and cesium carbonate in DMF affords the 1,1-dimethylpropargyl ester. Hydrogenation with Pd/barium sulfate/quinoline affords the 1,1-dimethylallyl ester. The DMA group is resistant to nucleophilic attack, but readily cleaved under non-acidic conditions with Pd(0), which is an advantage compared with the tert-butyl ester in solid-phase peptide synthesis: Org. Lett., 7, 1473 (2005)./n
Gefahrenhinweise (EU): H225-H315-H319-H335
Highly flammable liquid and vapour. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.
Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Avoid breathing dust/fume/gas/mist/vapours/spray. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.