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CS-W001157 4
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1-(Tetrahydro-2H-pyran-4-yl)ethanone

  • CAS No. 137052-08-5

  • Cat. No. CS-D1226
  • Purity≥97%
  • MDL No.MFCD08704647

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

1-(Tetrahydro-2H-pyran-4-yl)ethanone|CS-D1226

Structure of 137052-08-5

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General Information

  • CAS No. 137052-08-5
  • Cat. No. CS-D1226
  • Purity ≥97%
  • MDL No. MFCD08704647
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₂O₂
  • Molecular Weight 128.17
  • Synonym(s) 1-tetrahydropyran-4-ylethanone
  • SMILES CC(C1CCOCC1)=O

Description

1-(Tetrahydro-2H-pyran-4-yl)ethanone features a protected hydroxyl-bearing tetrahydropyran ring paired with a ketone functionality, enabling stable incorporation into complex synthetic sequences. This bench-stable acylating agent facilitates selective transformations under mild conditions, particularly valuable in carbohydrate and natural product synthesis where orthogonal protection is required.

Application

1-(Tetrahydro-2H-pyran-4-yl)ethanone serves as a versatile carbonyl building block in synthetic organic chemistry, enabling efficient access to functionalized heterocycles and chiral intermediates. Its ketone functionality exhibits excellent stability under standard reaction conditions and tolerates a range of functional groups, facilitating downstream transformations such as reduction, nucleophilic addition, and enolization. The tetrahydropyranyl moiety provides both steric protection and orthogonal handling capability, simplifying purification and enhancing compatibility in complex synthesis workflows.

Synthesis

  • Route1
    • Methyl 4-acetyltetrahydro-2H-pyran-4-carboxylate|CS-0291196
      345216-96-8
    • ~97%
    • In-stock
      1-(Tetrahydro-2H-pyran-4-yl)ethanone|CS-D1226
      137052-08-5

    References

    • Ube Industries, Ltd. Patent: EP1700852 A1, 2006 ; Location in patent: Page/Page column 7-8 ;
  • Route2
    • In-stock
      N-Methoxy-N-methyltetrahydro-2H-pyran-4-carboxamide|CS-0037535
      156353-01-4
    • null|null
      676-58-4
    • ~%
    • In-stock
      1-(Tetrahydro-2H-pyran-4-yl)ethanone|CS-D1226
      137052-08-5

    References

    • WO2011/50016 A1, ; Page/Page column 99-100 ; WO 2011/050016 A1
  • Route3

    References

    • US2012/195881 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-H315-H319-H335
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   26.3
  • LogP   1.002
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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