Highly versatile solid phase synthesis of biofunctional 4-aryl-3,4-dihydropyrimidines using resin-bound isothiourea building blocks and multidirectional resin cleavage.
A series of pharmacologically active, functionalized 4-aryl-3,4-dihydropyrimidine-5-carboxylates (DHPMs) are prepared by a versatile novel solid phase approach. In the key step, a polymer-bound thiouronium salt is condensed with unsaturated 1-ketoesters. The resulting polymer bound 1,4-dihydropyrimidines are cleaved from the resin employing multidirectional resin cleavage strategies.
Kappe
C O
CO
Institute of Organic Chemistry, Karl-Franzens-University Graz, Austria. oliver.kappe@kfunigraz.ac.at
D019906:Nuclear Magnetic Resonance, Biomolecular; D011743:Pyrimidines / Q000138:chemical synthesis* / Q000302:isolation & purification; D012116:Resins, Plant / Q000737:chemistry*; D013890:Thiourea / Q000737:chemistry*
D011743:Pyrimidines; D012116:Resins, Plant; D013890:Thiourea