The 5,6- and 4,5-benzo derivatives of 1-hydroxy-7-azabenzotriazole.
[structure: see text]. Syntheses of the two benzo derivatives of HOAt are described. Conversion of the two isomers to the corresponding onium-style coupling reagents gave in one case a guandinium species 14 and in the other, presumably as a result of steric factors, a uronium species 15. The two systems are compared as to their effectiveness in peptide coupling processes.
Carpino
L A
LA
Department of Chemistry, University of Massachusetts, Amherst, 01003, USA. carpino@chem.umass.edu
Ferrer
F J
FJ
D001372:Aza Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D010455:Peptides / Q000737:chemistry; D020033:Protein Isoforms; D014230:Triazoles / Q000138:chemical synthesis* / Q000737:chemistry*
D001372:Aza Compounds; D010455:Peptides; D020033:Protein Isoforms; D014230:Triazoles; C011852:1-hydroxybenzotriazole; C435757:1-hydroxy-7-azabenzotriazole