Solution-phase synthesis of a combinatorial library of 3-[4-(coumarin-3-yl)-1,3-thiazol-2-ylcarbamoyl]propanoic acid amides.
The parallel solution-phase synthesis of a new combinatorial library of 3-[4-(R1-coumarin-3-yl)-1,3-thiazol-2-ylcarbamoyl]propanoic acid amides 9 has been developed. The synthesis involves two steps: 1) the synthesis of core building blocks - 3- [4-(coumarin-3-yl)-1,3-thiazol-2-ylcarbamoyl]propanoic acids, 6 - by the reaction of 3-(omega-bromacetyl)coumarins 1 with 3-amino(thioxo)methylcarbamoylpropanoic acid (5); 2) the synthesis of the corresponding 3-[4-(coumarin-3-yl)-1,3-thiazol-2-yl- carbamoyl]propanoic acids amides 9 using 1,1'-carbonyldimidazole as a coupling reagent. The advantages of the method compared to existing ones are discussed.
Zhuravel
Irina O
IO
National Pharmaceutical University, Kharkiv, Ukraine. kosn@ic.kharkov.ua.
Kovalenko
Sergiy M
SM
Vlasov
Sergiy V
SV
Chernykh
Valentin P
VP
D000577:Amides / Q000138:chemical synthesis*; D020650:Combinatorial Chemistry Techniques; D003374:Coumarins / Q000138:chemical synthesis* / Q000737:chemistry; D008954:Models, Biological; D011422:Propionates / Q000138:chemical synthesis* / Q000737:chemistry; D054852:Small Molecule Libraries / Q000138:chemical synthesis*; D012996:Solutions / Q000737:chemistry*
D000577:Amides; D003374:Coumarins; D011422:Propionates; D054852:Small Molecule Libraries; D012996:Solutions