Pawel Zajdel, Nicolas Masurier, Pierre Sanchez, Maciej Pawlowski, Aude Kreiter, Gaël Nomezine, Christine Enjalbal, Muriel Amblard, Jean Martinez, Gilles Subra
The Pipecolic linker is a new highly versatile handle which immobilizes on solid support through a carboxylic acid function a wide range of amines, alcohols, and hydrazines. The anchoring step on pipecolic resin is very easy and efficient, and compounds are released with high purities upon acidic treatment. During this treatment, an oxazolonium intermediate is hydrolyzed, yielding the cleavage of ester or amide bond and the release of free carboxylic acid of the starting linker. In this study, we report the possibility of recycling the pipecolic resin after the use of several trifluoroacetic acid (TFA) cleavage cocktails...
September 13, 2010: Journal of Combinatorial Chemistry