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CS-W001157 4
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Ethyl 5-thiazolecarboxylate

  • CAS No. 32955-22-9

  • Cat. No. CS-W005172
  • Purity≥97%
  • MDL No.MFCD06205069

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

Ethyl 5-thiazolecarboxylate|CS-W005172

Structure of 32955-22-9

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General Information

  • CAS No. 32955-22-9
  • Cat. No. CS-W005172
  • Purity ≥97%
  • MDL No. MFCD06205069
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₇NO₂S
  • Molecular Weight 157.19
  • Synonym(s) Ethyl thiazole-5-carboxylate
  • SMILES C1=C(C(=O)OCC)SC=N1

Description

Ethyl 5-thiazolecarboxylate features a thiazole ring fused to an ester group, enabling direct incorporation into heterocyclic scaffolds. The electron-deficient thiazole moiety enhances reactivity in nucleophilic substitution and transition-metal-catalyzed coupling reactions. This bench-stable, moisture-tolerant reagent streamlines synthesis of bioactive thiazole derivatives.

Application

Ethyl 5-thiazolecarboxylate serves as a versatile building block for the synthesis of thiazole-based heterocycles, enabling efficient access to pharmaceutically relevant scaffolds. Its ester functionality facilitates nucleophilic acyl substitution and participates in transition-metal-catalyzed cross-coupling reactions. The molecule exhibits good bench stability and compatibility with common protecting groups, making it suitable for multi-step synthetic sequences in medicinal chemistry and process development.

Synthesis

  • Route1
    • In-stock
      5-Bromothiazole|CS-D1067
      3034-55-7
    • null|null
      64-17-5
    • null|null
      201230-82-2
    • ~92%
    • In-stock
      Ethyl 5-thiazolecarboxylate|CS-W005172
      32955-22-9

    References

    • Head, Robert A.; Ibbotson, Arthur Tetrahedron Letters, 1984 , vol. 25, # 51 p. 5939 - 5942
  • Route2
    • null|null
      115-08-2
    • null|null
      33142-21-1
    • ~58%
    • In-stock
      Ethyl 5-thiazolecarboxylate|CS-W005172
      32955-22-9

    References

    • Abbott Laboratories Patent: EP1170289 A2, 2002 ; Location in patent: Page 44 ;
  • Route3
    • In-stock
      Ethyl 2-aminothiazole-5-carboxylate|CS-D0703
      32955-21-8
    • null|null
      110-46-3
    • ~%
    • In-stock
      Ethyl 5-thiazolecarboxylate|CS-W005172
      32955-22-9

    References

    • US5484801 A1, ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   39.19
  • LogP   1.3198
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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