N-(Azide-PEG8)-N'-Boc-Lys(4-aminophenyl)methanol is a PEG linker featuring an azide, a hydrophilic PEG spacer, and a lysine that is Boc-protected at its ε-amine and features a PAB group ligated on its carboxylic acid. The azide is easily used in click chemistry to form stable triazoles with terminal alkynes and cyclooctynes while the benzylic alcohol on the PAB is free to react with electrophiles such as carboxylic acids to form esters with a target compound. Finally, the Boc-protecting group may be removed with acid to reveal a primary amine that may be used in a variety of ways such as in coupling, reductive aminations, SNAr, or for constructing N-heterocycles such as pyrroles.
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