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CS-W001157 4
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Ethyl 4-hydroxy-2-methylthiazole-5-carboxylate

  • CAS No. 20737-48-8

  • Cat. No. CS-W019698
  • Purity≥97%
  • MDL No.MFCD08275722

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

Ethyl 4-hydroxy-2-methylthiazole-5-carboxylate|CS-W019698

Structure of 20737-48-8

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General Information

  • CAS No. 20737-48-8
  • Cat. No. CS-W019698
  • Purity ≥97%
  • MDL No. MFCD08275722
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₉NO₃S
  • Molecular Weight 187.22
  • Synonym(s) Ethyl 4-Hydroxy-2-Methylthiazole-5-Carboxylate(WXC04202)
  • SMILES O=C(C1=C(O)N=C(C)S1)OCC

Description

Ethyl 4-hydroxy-2-methylthiazole-5-carboxylate features a thiazole core with orthogonal functional handles: a hydroxyl group at C4 and an ethyl ester at C5. This scaffold enables direct integration into heterocyclic synthesis, particularly for accessing bioactive analogs in medicinal chemistry and agrochemical development under standard conditions.

Application

Ethyl 4-hydroxy-2-methylthiazole-5-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to thiazole-based scaffolds prevalent in medicinal chemistry. The hydroxyl and ester functionalities offer orthogonal handles for derivatization, while the methyl group enhances regiochemical control during subsequent functionalizations. Its bench-stable nature and compatibility with standard coupling and cyclization protocols facilitate reliable incorporation into complex molecular architectures.

Synthesis

  • Route1

    References

    • WO2005/97766 A1, ; Page/Page column 28-29 ; WO 2005/097766 A1
  • Route2

    References

    • US2014/148468 A1, ; Page/Page column ;
  • Route3

    References

    • Monatshefte fur Chemie, , vol. 140, # 2 p. 209 - 211

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-H319
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   59.42
  • LogP   1.33382
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   2

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