- Application of 4-alkoxy-1,1,1-trifluoro[chloro]alk-3-en-2-ones as selective protecting groups of amino acids
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A convenient selective protection of the α-amino carboxyl group of amino acids bearing reactive side chain groups such as arginine, asparagine, glutamine, cysteine, histidine, serine and lysine, using 4-alkoxy-1,1,1-trifluoro[chloro]alk-3-en-2-ones is reported. The reactions were performed without esterification of the carboxyl group and N-deprotection was carried out using a six molar solution of hydrochloric acid.
- Zanatta, Nilo,Squizani, Adriana M. C.,Fantinel, Leonardo,Nachtigall, Fabiane M.,Bonacorso, Helio G.,Martins, Marcos A. P.
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p. 2409 - 2415
(2007/10/03)
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- 4-Ethoxy-1,1,1-trifluoro-3-buten-2-one as a new protecting reagent in peptide synthesis
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The 4,4,4-trifluoro-3-oxo-1-butenyl group is proposed as a suitable protecting group for the protection of the N-H terminal of amino acids in peptide synthesis. Amino acids react with 4-ethoxy-1,1,1-trifluoro-3-buten-2-one to give the N-protected amino acids, the protecting group can be removed by acidic hydrolysis. The formation of peptide bonds using on N-4,4,4-trifluoro-3-oxo-1-butenyl protected amino acids occurs without racemization.
- Gorbunova,Gerus,Galushko,Kukhar
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p. 207 - 209
(2007/10/02)
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