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Topic: ter-butyl protecting group on Aspartic Acid and Tyrosine.  (Read 1551 times)

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Offline peptideismylife

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ter-butyl protecting group on Aspartic Acid and Tyrosine.
« on: February 05, 2013, 05:09:16 PM »
Does anybody knows what get cleaved first upon addition of TFA on a peptide? The ter-butyl from a carboxylic acid (Asp), that is acetate, or the ter-butyl from an alcohol (tyrosine), that is a phenolic ether.

So in other words which one is more stable against TFA.
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Offline Babcock_Hall

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Re: ter-butyl protecting group on Aspartic Acid and Tyrosine.
« Reply #1 on: February 05, 2013, 07:29:39 PM »
I don't know the answer, although I would make my prediction based on which one had the better leaving group.  What is your prediction?
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