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Acid stability of thiol and hydroxyl tBu-protected
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ThumbOnYes:
Hi everybody,
Sorry if my english is bad, it's not my native language.
There's something I don't understand. An hydroxyl tBu-protected is cleaved using trifluoroacetic (during peptide synthesis in this case). On the contrary, a thiol tBu-protected is acid-stable.
Why a thiol tBu-protected is acid stable ?!! I don't understand the reasons behind this difference of reactivity. What difference between a thioether and an ether there is for one to be acid-labile and the other acid-stable ??
Thank you.
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