222054-68-4Relevant academic research and scientific papers
Entropically favorable macrolactamization. Synthesis of isodityrosine peptide analogues by tandem Erlenmeyer condensation-macrolactamization
Bailey,Molinski
, p. 2500 - 2504 (1999)
Macrolactams containing a modified isodityrosine moiety were assembled by direct addition of a bis-4-aryliden-5(4H)-oxazolone, derived by double Erlenmeyer condensation of diaryl ether dicarboxaldehydes and an α,ω- diamine, derived from the same precursor. Tandem acylation of diamines with the bis-Erlenmeyer oxazolone gave macrolactams in yields of up to 30%. TECM demonstrates an entropically controlled 28-membered ring closure and allows rapid access to a variety of cyclic isodityrosine peptide analogues of the biologically active natural product bastadin-5.
