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Methyl 3-hydroxycyclobutanecarboxylate

  • CAS No. 4934-99-0

  • Cat. No. CS-0044067
  • Purity≥97%
  • MDL No.MFCD00512755

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

Methyl 3-hydroxycyclobutanecarboxylate|CS-0044067

Structure of 4934-99-0

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General Information

  • CAS No. 4934-99-0
  • Cat. No. CS-0044067
  • Purity ≥97%
  • MDL No. MFCD00512755
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₀O₃
  • Molecular Weight 130.14
  • Synonym(s) None
  • SMILES O=C(C1CC(O)C1)OC

Description

Methyl 3-hydroxycyclobutanecarboxylate features a cyclobutanecarboxylate core with a pendant hydroxyl group, enabling direct functionalization at the C3 position. This structural motif supports stereoselective transformations and serves as a key intermediate in the synthesis of bioactive cyclic compounds and pharmaceutical precursors.

Application

Methyl 3-hydroxycyclobutanecarboxylate serves as a versatile chiral building block in synthetic organic chemistry, enabling access to cyclobutane-containing scaffolds prevalent in bioactive molecules. The pendant hydroxyl and ester groups offer orthogonal functionality for selective derivatization, while the cyclic structure provides conformational rigidity beneficial in medicinal chemistry. Its bench-stable nature and compatibility with standard transformations facilitate efficient synthesis of complex heterocycles and drug candidates.

Synthesis

  • Route1

    References

    • Safanda; Sobotka Collection of Czechoslovak Chemical Communications, 1982 , vol. 47, # 9 p. 2440 - 2447
  • Route2
    • In-stock
      3-Oxocyclobutanecarboxylic acid|CS-D1519
      23761-23-1
    • null|null
      18107-18-1
    • ~%
    • In-stock
      Methyl 3-hydroxycyclobutanecarboxylate|CS-0044067
      4934-99-0

    References

    • SCHERING CORPORATION Patent: WO2008/130581 A1, 2008 ; Location in patent: Page/Page column 201-202 ; WO 2008/130581 A1
  • Route3

    References

    • Slade, Joel; Bajwa, Joginder; Liu, Hui; Parker, David; Vivelo, James; Chen, Guang-Pei; Calienni, John; Villhauer, Edwin; Prasad, Kapa; Repic, Oljan; Blacklock, Thomas J. Organic Process Research and Development, 2007 , vol. 11, # 5 p. 825 - 835

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   -0.0697
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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