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CS-W001157 4
Total: USD 88.00

Methyl 4-thiazolecarboxylate

  • CAS No. 59418-09-6

  • Cat. No. CS-W003290
  • Purity≥98%
  • MDL No.MFCD06410940

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

Methyl 4-thiazolecarboxylate|CS-W003290

Structure of 59418-09-6

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General Information

  • CAS No. 59418-09-6
  • Cat. No. CS-W003290
  • Purity ≥98%
  • MDL No. MFCD06410940
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₅NO₂S
  • Molecular Weight 143.16
  • Synonym(s) Methyl thiazole-4-carboxylate
  • SMILES COC(=O)c1cscn1

Description

Methyl 4-thiazolecarboxylate is a bench-stable, moisture-tolerant heterocyclic ester featuring a thiazole ring that imparts enhanced electron-deficient character. This structural motif enables direct functionalization in cross-coupling reactions and facilitates incorporation into bioactive scaffolds. The methyl ester group offers high reactivity for nucleophilic transformations under mild conditions.

Application

Methyl 4-thiazolecarboxylate serves as a versatile building block in synthetic organic chemistry, enabling efficient construction of thiazole-containing scaffolds. Its carboxylate functionality facilitates nucleophilic acyl substitution and coupling reactions, while the electron-deficient thiazole ring exhibits predictable reactivity in cross-coupling and heterocyclization processes. The compound demonstrates excellent bench stability and compatibility with diverse functional groups, making it well-suited for medicinal chemistry campaigns and process-scale synthesis.

Synthesis

  • Route1
    • null|null
      67-56-1
    • In-stock
      4-Thiazolecarboxylic acid|CS-W009228
      3973-08-8
    • ~79%
    • In-stock
      Methyl 4-thiazolecarboxylate|CS-W003290
      59418-09-6

    References

    • Theveau, Laure; Verrier, Cecile; Lassalas, Pierrik; Martin, Thibaut; Dupas, Georges; Querolle, Olivier; Van Hijfte, Luc; Marsais, Francis; Hoarau, Christophe Chemistry - A European Journal, 2011 , vol. 17, # 51 p. 14450 - 14463
  • Route2
    • Methyl (R)-thiazolidine-4-carboxylate|CS-0287500
      42258-90-2
    • ~60%
    • In-stock
      Methyl 4-thiazolecarboxylate|CS-W003290
      59418-09-6

    References

    • Iwakawa, Masaharu; Kobayashi, Yasunobu; Ikuta, Shun-ichi; Yoshimura, Juji Chemistry Letters, 1982 , p. 1975 - 1978
  • Route3
    • Methyl thiazolidine-4-carboxylate|CS-0967446
      60667-24-5
    • ~%
    • In-stock
      Methyl 4-thiazolecarboxylate|CS-W003290
      59418-09-6

    References

    • Journal fur Praktische Chemie - Chemiker - Zeitung, , vol. 339, # 1 p. 96 - 97

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   0.9297
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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