Related Experiment Videos
Novel C-4 heteroaromatic kainoid analogues: a parallel synthesis approach
J E Baldwin1, A M Fryer, G J Pritchard
1The Dyson Perrins Laboratory, Oxford, UK. jack.baldwin@chem.ox.ac.uk
Bioorganic & Medicinal Chemistry Letters
|March 4, 2000
Abstract:
New C-4 thiazole 4, 5 and aminothiazole 6, 7 kainoid analogues were efficiently synthesised in five steps from commercially available (-)-alpha-kainic acid I and exhibited strong binding to the kainate receptors. A reactive alpha-bromoketone 10 was generated and reacted with thioamides and thioureas to form thiazole and aminothiazole heterocycles 11-14. Deprotection gave the new kainoid amino acids 4-7 in excellent yield.