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CS-W001157 4
Total: USD 88.00

Ethyl 2-amino-5-methylthiazole-4-carboxylate

  • CAS No. 72054-60-5

  • Cat. No. CS-W020373
  • Purity≥95%
  • MDL No.MFCD01536173

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

Ethyl 2-amino-5-methylthiazole-4-carboxylate|CS-W020373

Structure of 72054-60-5

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General Information

  • CAS No. 72054-60-5
  • Cat. No. CS-W020373
  • Purity ≥95%
  • MDL No. MFCD01536173
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₀N₂O₂S
  • Molecular Weight 186.23
  • Synonym(s) 2-amino-5-ethoxycarbonyl-4-methylthiazole
  • SMILES O=C(OCC)C1=C(SC(N)=N1)C

Description

Ethyl 2-amino-5-methylthiazole-4-carboxylate features a fused thiazole core with complementary amino and ester functionalities, enabling direct integration into heterocyclic scaffolds. The electron-rich nitrogen atoms facilitate metal-catalyzed coupling reactions, while the methyl group enhances solubility and steric profile. This bench-stable intermediate supports rapid access to bioactive thiazole derivatives in medicinal chemistry and materials synthesis.

Application

Ethyl 2-amino-5-methylthiazole-4-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to thiazole-based scaffolds prevalent in medicinal chemistry. Its amino and ester functionalities offer orthogonal reactivity for derivatization via coupling, cyclization, or substitution reactions. The molecule exhibits good bench stability and facilitates straightforward purification, making it well-suited for scalable applications in API intermediate development and combinatorial library generation.

Synthesis

  • Route1
    • null|null
      17356-08-0
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      Ethyl 2-chloroacetoacetate|CS-W018512
      609-15-4
    • ~90%
    • In-stock
      Ethyl 2-amino-5-methylthiazole-4-carboxylate|CS-W020373
      72054-60-5

    References

    • KALYPSYS, INC. Patent: US2008/139558 A1, 2008 ; Location in patent: Page/Page column 51 ; US 20080139558 A1
  • Route2
    • null|null
      17356-08-0
    • In-stock
      Ethyl 2-bromobutanoate|CS-W010634
      533-68-6
    • ~%
    • In-stock
      Ethyl 2-amino-5-methylthiazole-4-carboxylate|CS-W020373
      72054-60-5

    References

    • WO2008/57336 A2, ; Page/Page column 38 ;
  • Route3
    • In-stock
      3-Bromo-2-oxo-butyric acid ethyl ester|CS-W006537
      57332-84-0
    • null|null
      17356-08-0
    • ~55%
    • In-stock
      Ethyl 2-amino-5-methylthiazole-4-carboxylate|CS-W020373
      72054-60-5

    References

    • Plouvier, Bertrand; Bailly, Christian; Houssin, Raymond; Henichart, Jean-Pierre Heterocycles, 1991 , vol. 32, # 4 p. 693 - 701

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   65.21
  • LogP   1.21042
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   2

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