Library of biphenyl privileged substructures using a safety-catch linker approach

Publikation: Bidrag til tidsskriftTidsskriftartikelfagfællebedømt

  • Rune Severinsen
  • Gregory T Bourne
  • Tran T Tran
  • Michael Ankersen
  • Mikael Begtrup
  • Mark L Smythe
A biphenyl privileged structure library containing three attachment points were synthesized using a catechol-based safety-catch linker strategy. The method requires the attachment of a bromo-acid to the linker, followed by a Pd-catalyzed Suzuki cross-coupling reaction. Further derivatization, activation of the linker with strong acid and aminolysis afforded the respective products in high purity and good overall yield. To show the versatility of the synthesis, a 199-member library was generated. The library samples both conformational and chemical diversity about a well-known privileged substructure.
OriginalsprogEngelsk
TidsskriftJournal of Combinatorial Chemistry
Vol/bind10
Udgave nummer4
Sider (fra-til)557-566
ISSN1520-4766
DOI
StatusUdgivet - 2008

ID: 10113426