A convenient, scalable synthesis of the supramolecular building block 7-deazaguanine-based urea (DeUG) is reported. Incorporation of reactive moieties (DeUG azide 10 and alkyne 11 for copper-catalyzed azide-alkyne cycloadditions, "click chemistry") and a demonstration of transesterification (DeUG glycol, 12) highlights the versatility. X-ray structures of DeUG and a DeUG-DAN heterocomplex were obtained. K assoc for the 1.2 heterocomplex was estimated to be 2 x 10 8 M -1 in chloroform.
ASJC Scopus subject areas
- Physical and Theoretical Chemistry
- Organic Chemistry