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Article Dans Une Revue Journal of Combinatorial Chemistry Année : 2010

Recycling the Versatile Pipecolic Linker

Résumé

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. We demonstrate that it can be reused up to five times without significant loading decrease.

Domaines

Chimie organique
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Dates et versions

hal-00580894 , version 1 (29-03-2011)

Identifiants

Citer

Pawel Zajdel, Nicolas Masurier, Pierre Sanchez, Maciej Pawlowski, Aude Kreiter, et al.. Recycling the Versatile Pipecolic Linker. Journal of Combinatorial Chemistry, 2010, 12, pp.747-753. ⟨10.1021/cc100099z⟩. ⟨hal-00580894⟩
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