Traceless solid-phase synthesis of chiral 3-aryl β-amino acid containing peptides using a side-chain-tethered β-amino acid building block

Younghee Lee, Richard B. Silverman*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

41 Scopus citations

Abstract

(matrix presented) A general method for the attachment of a chiral aromatic side-chain-containing β-amino acid to a polymer support using a traceless silyl linkage strategy has been developed. Using this building block, solid-phase synthesis was carried out to obtain tripeptide analogues with the aromatic ring either unsubstituted or halogenated (Br, I) at the position of the silyl group. The building blocks could generate libraries of peptidomimetics or cyclic peptides containing β-amino acids with nonpolar side chains.

Original languageEnglish (US)
Pages (from-to)303-306
Number of pages4
JournalOrganic Letters
Volume2
Issue number3
DOIs
StatePublished - Feb 10 2000

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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