A novel, convenient, three-dimensional orthogonal strategy for solid-phase synthesis of cyclic peptides

Steven A. Kates, Nuria A. Solé, Charles R. Johnson, Derek Hudson, George Barany, Fernando Albericio

Research output: Contribution to journalArticlepeer-review

223 Scopus citations

Abstract

Head-to-tail cyclic peptides are made by an efficient three-dimensional orthogonal solid-phase strategy (Fmoc/tBu/allyl), featuring side-chain anchoring to PAC or PAL supports, selective palladium (O)-catalyzed allyl removal, and resin-bound cyclization mediated by BOP/HOBt/DIEA.

Original languageEnglish (US)
Pages (from-to)1549-1552
Number of pages4
JournalTetrahedron Letters
Volume34
Issue number10
DOIs
StatePublished - Mar 5 1993

Keywords

  • allyl esters
  • cyclic peptides
  • orthogonal protection
  • pseudo-dilution
  • solid-phase synthesis

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