We wish to deprotect a BOC-protected amine and a tert-butyl carboxylic ester. When triisopropylsilane is used with TFA and a small amount of water, my understanding is that it can transfer a hydride ion to the carbocation. When it does, I am not quite sure what happens to it, but one drawing I saw suggests that (iPr)3SiOH is formed. Our product will have a positive charge and be hydrophilic. This will limit what kinds of purifications that we can perform.
I was thinking that the unreacted triisopropyl silane might come off under high vacuum. How do we remove the silicon-containing side product created after scavenging?