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Ethyl 3-hydroxycyclobutanecarboxylate

  • CAS No. 17205-02-6

  • Cat. No. CS-0044007
  • Purity≥95%
  • MDL No.MFCD09758972

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

Ethyl 3-hydroxycyclobutanecarboxylate|CS-0044007

Structure of 17205-02-6

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General Information

  • CAS No. 17205-02-6
  • Cat. No. CS-0044007
  • Purity ≥95%
  • MDL No. MFCD09758972
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₂O₃
  • Molecular Weight 144.17
  • Synonym(s) ethyl 3-hydroxycyclobutane-1-carboxylate
  • SMILES O=C(C1CC(O)C1)OCC

Description

Ethyl 3-hydroxycyclobutanecarboxylate features a strained cyclobutane ring bearing a hydroxyl group and ester functionality, enabling direct functionalization at the C3 position. This scaffold serves as a key building block for synthesizing complex cyclic molecules in medicinal chemistry and natural product analogs.

Application

Ethyl 3-hydroxycyclobutanecarboxylate serves as a versatile chiral building block for synthesizing cyclobutane-containing scaffolds prevalent in medicinal chemistry. The molecule combines a labile hydroxyl group with a stable ester functionality, enabling selective derivatization via ester hydrolysis, reduction, or oxidation. Its cyclobutane core provides conformational rigidity useful in target-oriented synthesis, while the functional groups tolerate standard reaction conditions, facilitating downstream transformations in multi-step sequences.

Synthesis

  • Route1

    References

    • US5681858 A1, ;
  • Route2
    • Ethyl 3-(benzyloxy)cyclobutane-1-carboxylate|CS-0325326
      106596-81-0
    • ~%
    • In-stock
      Ethyl 3-hydroxycyclobutanecarboxylate|CS-0044007
      17205-02-6

    References

    • Chemische Berichte, , vol. 90, p. 1424,1427
  • Route3
    • null|null
      4934-97-8
    • ~%
    • In-stock
      Ethyl 3-hydroxycyclobutanecarboxylate|CS-0044007
      17205-02-6

    References

    • Journal of Organic Chemistry, , vol. 33, # 5 p. 1959 - 1962

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

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Computational Chemistry Data

  • TPSA   46.53
  • LogP   0.3204
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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