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• Zhuravel, I
• Kovalenko, S
• Vlasov, S
• Chernykh, V
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• Zhuravel, I
• Kovalenko, S
• Vlasov, S
• Chernykh, V
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• Zhuravel, I
• Kovalenko, S
• Vlasov, S
• Chernykh, V

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Molecules 2005, 10(2), 444-456; doi:10.3390/10020444

Article

Solution-phase Synthesis of a Combinatorial Library of 3-[4-(Coumarin-3-yl)-1,3-thiazol-2-ylcarbamoyl]propanoic acid Amides

I. Zhuravel* , S. Kovalenko, S. Vlasov and V. Chernykh

National Pharmaceutical University, Kharkiv, Ukraine

* Author to whom correspondence should be addressed.

Received: 27 August 2004; in revised form: 23 December 2004 / Accepted: 24 December 2004 / Published: 28 February 2005

Download PDF Full-Text [230 KB, uploaded 20 June 2008 16:49 CEST]

Abstract: 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-(ω-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.

Keywords: Coumarin derivatives; 2-aminothiazole derivatives; dicarboxylic acids; combinatorial synthesis.

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