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...

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Bibliographic Details
Published in:Molecules (Basel, Switzerland) Switzerland), 2005-02, Vol.10 (2), p.444-456
Main Authors: Zhuravel, Irina O, Kovalenko, Sergiy M, Vlasov, Sergiy V, Chernykh, Valentin P
Format: Article
Language:English
Subjects:
2-aminothiazole derivatives
Acids
Amides - chemical synthesis
Combinatorial Chemistry Techniques
combinatorial synthesis
Coumarin derivatives
Coumarins - chemical synthesis
Coumarins - chemistry
dicarboxylic acids
Hydrocarbons
Models, Biological
Propionates - chemical synthesis
Propionates - chemistry
Small Molecule Libraries - chemical synthesis
Solutions - chemistry
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Summary: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.
ISSN:1420-3049
1420-3049
DOI:10.3390/10020444