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CS-W001157 4
Total: USD 88.00

3-(Benzyloxy)cyclobutanone

  • CAS No. 30830-27-4

  • Cat. No. CS-W008851
  • Purity≥95%
  • MDL No.MFCD09755991

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

3-(Benzyloxy)cyclobutanone|CS-W008851

Structure of 30830-27-4

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General Information

  • CAS No. 30830-27-4
  • Cat. No. CS-W008851
  • Purity ≥95%
  • MDL No. MFCD09755991
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₂O₂
  • Molecular Weight None
  • Synonym(s) 3-(Phenylmethoxy)cyclobutan-1-one; 3-Benzyloxycyclobutan-1-one; 3-Benzyloxycyclobutanone; Cyclobutanone, 3-(phenylmethoxy)-
  • SMILES O=C1CC(OCC2=CC=CC=C2)C1

Description

3-(Benzyloxy)cyclobutanone is a bench-stable, moisture-tolerant ketone featuring a cyclobutane ring with a benzyloxy substituent. This configuration enables direct incorporation into synthetic sequences requiring rigid, electron-deficient carbonyl sites. The benzyl ether group provides orthogonal protection, facilitating selective transformations in complex molecule assembly.

Application

3-(Benzyloxy)cyclobutanone serves as a versatile building block for cyclobutane-containing scaffolds, enabling efficient access to strained ring systems via standard functional group interconversions. The benzyloxy substituent provides robust protection of the hydroxyl functionality under acidic and mildly basic conditions, facilitating downstream transformations. Its stability under routine handling and compatibility with common coupling reactions make it a practical choice for medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • 1-(Methylsulfinyl)-1-methylthio-3-(phenylmethoxy)cyclobutane|CS-0017749
      917887-34-4
    • ~79%
    • In-stock
      3-(Benzyloxy)cyclobutanone|CS-W008851
      30830-27-4

    References

    • GE HEALTHCARE LIMITED; ACHANATH, Radha; BALAJI, Srinath; KADAVILPPARAMPU MOHAMED, Afsal, Mohammed; NILSEN, Sondre; FAIRWAY, Steven, Michael Patent: WO2013/11115 A1, 2013 ; Location in patent: Paragraph 00059-00061 ;
  • Route2
    • null|null
      92749-25-2
    • null|null
      92749-22-9
    • ~40%
    • In-stock
      3-(Benzyloxy)cyclobutanone|CS-W008851
      30830-27-4

    References

    • Emory University Patent: US2006/292073 A1, 2006 ; Location in patent: Page/Page column 10 ;
  • Route3
    • (((1,3-Dibromopropan-2-yl)oxy)methyl)benzene|CS-M3431
      35995-55-2
    • In-stock
      Methyl((methylsulfinyl)methyl)sulfane|CS-0146450
      33577-16-1
    • ~%
    • In-stock
      3-(Benzyloxy)cyclobutanone|CS-W008851
      30830-27-4

    References

    • WO2007/61670 A1, ; Page/Page column 163 ; WO 2007/061670 A1

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-H332
Precautionary Statements : P261-P264-P270-P271-P280-P301+P310-P302+P352-P304+P341-P312-P330-P363-P501

Quality Control

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   1.9347
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   3

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