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Ethyl 5-(chloromethyl)isoxazole-3-carboxylate

  • CAS No. 3209-40-3

  • Cat. No. CS-0038750
  • Molecule weightNone
  • Purity≥98%
  • MDL No.MFCD08445409

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

Ethyl 5-(chloromethyl)isoxazole-3-carboxylate|CS-0038750

Structure of 3209-40-3

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General Information

  • CAS No. 3209-40-3
  • Cat. No. CS-0038750
  • Purity ≥98%
  • MDL No. MFCD08445409
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈ClNO₃
  • Molecular Weight None
  • Synonym(s) isoxazole-3-carboxylate
  • SMILES CCOC(=O)C1=NOC(=C1)CCl

Description

Ethyl 5-(chloromethyl)isoxazole-3-carboxylate features a reactive chloromethyl group flanked by an electron-rich isoxazole ring and an ester moiety, enabling efficient coupling in synthetic transformations. This bench-stable reagent integrates readily into complex heterocyclic architectures under mild conditions, offering high functional group tolerance for streamlined synthesis.

Application

Ethyl 5-(chloromethyl)isoxazole-3-carboxylate serves as a versatile building block for heterocyclic synthesis, enabling efficient access to isoxazole-based scaffolds. The chloromethyl group facilitates nucleophilic substitution reactions, while the ester functionality supports further derivatization. Its bench-stable nature and compatibility with standard coupling protocols make it well-suited for medicinal chemistry campaigns and API intermediate development.

Synthesis

  • Route1
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      624-65-7
    • In-stock
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    • In-stock
      Ethyl 5-(chloromethyl)isoxazole-3-carboxylate|CS-0038750
      3209-40-3

    References

    • US6740647 B1, ; Page column 34 ; US 6740647 B1

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-H312-H315-H319-H332-H335
Precautionary Statements : P260-P261-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P304+P341-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P363-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   52.33
  • LogP   1.5901
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   3

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