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pubmed-article:18288867pubmed:abstractTextbeta-Hydroxy acids were reacted with hexafluoroacetone and carbodiimides to give carboxy-activated six-membered lactones in good yields. On reaction with amines, the corresponding amides were obtained. We demonstrate the following applications of this protecting/activating strategy: preparation of carboxamides in solution and on solid phase (both normal and reverse mode); recovery and reuse of the excess material in solid-phase synthesis; and convergent solid-phase peptide synthesis (CSPPS) with peptide segments bearing C-terminal Ser or Thr with very low levels of epimerization (<1%, HPLC).lld:pubmed
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pubmed-article:18288867pubmed:articleTitleA novel protecting/activating strategy for beta-hydroxy acids and its use in convergent peptide synthesis.lld:pubmed
pubmed-article:18288867pubmed:affiliationInstitute for Research in Biomedicine, Barcelona Science Park, Josep Samitier 1-5, E-08028 Barcelona, Spain. jan.spengler@irbbarcelona.comlld:pubmed
pubmed-article:18288867pubmed:publicationTypeJournal Articlelld:pubmed
pubmed-article:18288867pubmed:publicationTypeResearch Support, Non-U.S. Gov'tlld:pubmed