Traceless azido linker for the solid-phase synthesis of NH-1,2,3-triazoles via Cu-catalyzed azide-alkyne cycloaddition reactions.
A broadly useful acid-labile traceless azido linker for the solid-phase synthesis of NH-1,2,3-triazoles is presented. A variety of alkynes were efficiently immobilized on a range of polymeric supports by Cu(I)-mediated azide-alkyne cycloadditions. Supported triazoles showed excellent compatibility with subsequent peptide chemistry. Release of pure material (typically >95%) from the solid support was readily achieved by treatment with aqueous TFA.
Department of Chemistry, Technical University of Denmark, DK-2800 Kgs. Lyngby, Denmark.
A Emil
AE
Cohrt
Jakob F
JF
Jensen
Thomas E
TE
Nielsen
D000480:Alkynes / Q000737:chemistry*; D001386:Azides / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D003500:Cyclization; D015394:Molecular Structure; D014230:Triazoles / Q000138:chemical synthesis*
D000480:Alkynes; D001386:Azides; D014230:Triazoles; D003300:Copper