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CS-W001157 4
Total: USD 88.00

6-Benzyloxy-3,4-dihydro-2H-naphthalen-1-one

  • CAS No. 32263-70-0

  • Cat. No. CS-B1524
  • Purity≥98%
  • MDL No.MFCD12024333

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

6-Benzyloxy-3,4-dihydro-2H-naphthalen-1-one|CS-B1524

Structure of 32263-70-0

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General Information

  • CAS No. 32263-70-0
  • Cat. No. CS-B1524
  • Purity ≥98%
  • MDL No. MFCD12024333
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₇H₁₆O₂
  • Molecular Weight 252.31
  • Synonym(s) 6-(Benzyloxy)-3,4-dihydro-1(2H)-naphthalenone; 6-(Benzyloxy)-3,4-dihydronaphthalene-1(2H)-one; Bdg3ef; 6-(benzyloxy)-3,4-dihydronaphthalen-1(2H)-one
  • SMILES O=C1CCCC2=C1C=CC(OCC3=CC=CC=C3)=C2

Description

6-Benzyloxy-3,4-dihydro-2H-naphthalen-1-one features a benzyl ether-protected hydroxynaphthalene scaffold with enhanced stability and solubility. This bench-stable intermediate integrates readily into synthetic sequences requiring selective functionalization at the aromatic ring. The protected phenolic moiety enables orthogonal reactivity in complex molecule assembly.

Application

6-Benzyloxy-3,4-dihydro-2H-naphthalen-1-one serves as a versatile intermediate in the synthesis of substituted naphthalene derivatives and heterocyclic scaffolds. Its benzyloxy group provides orthogonal protection for phenolic functionalities, while the enone system enables Michael additions, conjugate reductions, and palladium-catalyzed coupling reactions. The compound exhibits good bench stability and facilitates straightforward purification, making it suitable for iterative synthetic sequences in medicinal chemistry and process development.

Synthesis

  • Route1
    • In-stock
      6-Hydroxy-1-tetralone|CS-W004882
      3470-50-6
    • null|null
      100-39-0
    • ~96%
    • In-stock
      6-Benzyloxy-3,4-dihydro-2H-naphthalen-1-one|CS-B1524
      32263-70-0

    References

    • Legoabe, Lesetja J.; Petzer, Anel; Petzer, Jacobus P. Bioorganic and Medicinal Chemistry Letters, 2014 , vol. 24, # 12 p. 2758 - 2763
  • Route2
    • In-stock
      6-Hydroxy-1-tetralone|CS-W004882
      3470-50-6
    • null|null
      100-44-7
    • ~79%
    • In-stock
      6-Benzyloxy-3,4-dihydro-2H-naphthalen-1-one|CS-B1524
      32263-70-0

    References

    • Delgado; Garcia; Mauleon; Minguillon; Subirats; Feliz; Lopez; Velasco Canadian Journal of Chemistry, 1988 , vol. 66, # 3 p. 517-527
  • Route3

    References

    • Legoabe, Lesetja J.; Petzer, Anel; Petzer, Jacobus P. Bioorganic and Medicinal Chemistry Letters, 2014 , vol. 24, # 12 p. 2758 - 2763

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   3.7846
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   3

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