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C-Terminal Incorporation of α-Trifluoromethyl-Substituted Amino Acids into Peptides via In-Situ Deprotection ofN-Teoc Derivatives

✍ Scribed by Hollweck, Wolfgang ;Sewald, Norbert ;Michel, Thomas ;Burger, Klaus


Publisher
John Wiley and Sons
Year
1997
Tongue
English
Weight
348 KB
Volume
1997
Category
Article
ISSN
0947-3440

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✦ Synopsis


Abstract

A new method for peptide coupling, involving α‐trifluoromethyl substituted amino acids as nucleophiles, proceeds via fluoride catalyzed in situ deprotection and coupling of N‐Teoc protected amino acid esters. A mixed anhydride is thought to be the reaction intermediate.


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Methodology for incorporation of cz-tfifluoromethyl substituted amino acids into the Cand N-terminal position of peptides and pcptide mimcfics via multicomponcnt reactions of the Passefini and Ugi type is dcscfibed.