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Type: Artigo de periódico
Title: Efficient And Practical Procedure For The Esterification Of The Free α-carboxylic Acid Of Amino Acid Residues With β-(trimethylsilyl)ethoxymethyl Chloride And Triisopropylsilyl Chloride
Author: Suppo J.-S.
De Sant'Ana D.P.
Dias L.C.
De Figueiredo R.M.
Campagne J.-M.
Abstract: An efficient and practical procedure for the free α-carboxylic acid esterification of amino acid residues with β-(trimethylsilyl)ethoxymethyl chloride and triisopropylsilyl chloride is described. The reaction takes place under mild conditions and the expected protected amino acids are obtained in good to excellent yields. Our method provides a useful alternative for the C-terminal carboxylic acid protection of amino acids and peptides. Moreover, the removal of such protection was also achieved under mild conditions, without affecting either the other protecting groups at the α-amino moiety and side chains or the optical integrity at the α-position of the amino acid residues. Examples of their use in peptide synthesis are also illustrated.
Editor: Georg Thieme Verlag
Citation: Synthesis (germany). Georg Thieme Verlag, v. 46, n. 22, p. 3075 - 3084, 2014.
Rights: aberto
Identifier DOI: 10.1055/s-0034-1379004
Date Issue: 2014
Appears in Collections:Unicamp - Artigos e Outros Documentos

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