I need to synthesize some organic compound for my Ph.D. research. Everything went OK during the synthetic route but got messed up at the very end. In my final step (once the final compound has been obtained) I remove a silyl protecting (TBS) group using TBAF. The problem comes when I try to purify the reaction. No matter how carefully I run my flash column (FCC, flash column chromatography), I always obtain my compound with traces of TBA.
I've tried other deprotection procedures (mainly acidic ones) but they hydrolyze my final compounds since they are sensitive to acidic conditions. Does anyone know of an alternative purification technique (or reaction) that would remove the TBA?