Solution- and solid-phase syntheses of substituted guanidinocarboxylic acids. Academic Article uri icon

abstract

  • A library of guanidine-based compounds was produced to mimic the lead compound 1, which is a substance known to have intensely sweet-taste characteristics. Libraries of guanidinocarboxylic acids were therefore prepared via two synthetic methods. The solid-phase method involving trapping of solution-phase carbodiimides by supported amines was used to produce N,N'-dialkyl derivatives (Scheme 1). The second solid-phase method, featuring supported carbodiimides and solution-phase amines (Scheme 2), was devised to prepare N,N'-disubstituted and N,N',N'-trisubstituted guanidinocarboxylic acids. A small collection of guanadinoacetic acid dimers and trimers was also prepared, but this time via a solution-phase coupling of carbodiimides to a polyamine linker.

published proceedings

  • J Comb Chem

altmetric score

  • 3

author list (cited authors)

  • Chen, J., Pattarawarapan, M., Zhang, A. J., & Burgess, K.

citation count

  • 37

complete list of authors

  • Chen, J||Pattarawarapan, M||Zhang, AJ||Burgess, K

publication date

  • March 2000