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→Protection and deprotection of amines: 10.1016/s0040-4039(00)79116-7 |
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Selective cleavage of the N-Boc group in the presence of other protecting groups is possible when using AlCl<sub>3</sub>.
The use of [[triethylsilane]] as a [[carbocation]] scavenger in the presence of [[trifluoroacetic acid]] in [[dichloromethane]] has been shown to lead to increased yields, decreased reaction times, simple work-up and improved selectivity for the deprotection of ''t''-butyl ester and ''t''-butoxycarbonyl sites in protected amino-acids and peptides in the presence of other acid-sensitive protecting groups such as the [[Carboxybenzyl|benzyloxycarbonyl]], [[FMOC|9-fluorenylmethoxycarbonyl]], ''O''- and ''S''-benzyl and ''t''-butylthio groups.<ref>{{cite journal | author = Anita Mehta, R. Jaouhari, T. J. Benson, K. T. Douglas | journal = Tetrahedron Letters | volume = 33 | issue = 37 | date = 1992 | pages = 5441–5444|doi=10.1016/s0040-4039(00)79116-7 }}</ref>
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