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Diethyl 2-methylthiazole-4,5-dicarboxylate

  • CAS No. 18903-17-8

  • Cat. No. CS-0513942
  • Purity≥98%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

Diethyl 2-methylthiazole-4,5-dicarboxylate|CS-0513942

Structure of 18903-17-8

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General Information

  • CAS No. 18903-17-8
  • Cat. No. CS-0513942
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₃NO₄S
  • Molecular Weight 243.28
  • Synonym(s) Diethyl 2-methyl-1,3-thiazole-4,5-dicarboxylate
  • SMILES O=C(C1=C(C(OCC)=O)SC(C)=N1)OCC

Description

Diethyl 2-methylthiazole-4,5-dicarboxylate features a thiazole core with strategically positioned ester and methyl groups, enabling direct incorporation into heterocyclic scaffolds. The electron-deficient thiazole ring facilitates nucleophilic substitution reactions, while the bench-stable ester functionalities allow for selective deprotection and functionalization under standard conditions. This compound serves as a key building block for bioactive molecule synthesis.

Application

Diethyl 2-methylthiazole-4,5-dicarboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted thiazoles via standard decarboxylation and cyclization protocols. The molecule’s dual ester functionality facilitates sequential functionalization, while the methyl-substituted thiazole core provides a stable scaffold for further derivatization. Its bench-stable nature and compatibility with common coupling reactions make it well-suited for medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • Bauer,L.; Mahajanshetti,C.S. Journal of Heterocyclic Chemistry, 1968 , vol. 5, p. 331 - 335

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P233-P260-P261-P264-P271-P280-P302+P352-P304+P340-P340-P362-P403-P405-P501

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Computational Chemistry Data

  • TPSA   65.49
  • LogP   1.80492
  • H_Acceptors   6
  • H_Donors   0
  • Rotatable_Bonds   4

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