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CS-W001157 4
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5-Hydroxy-6-methoxy-2,3-dihydro-1H-inden-1-one

  • CAS No. 127399-78-4

  • Cat. No. CS-0036628
  • Purity≥97%
  • MDL No.MFCD11655879

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

5-Hydroxy-6-methoxy-2,3-dihydro-1H-inden-1-one|CS-0036628

Structure of 127399-78-4

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General Information

  • CAS No. 127399-78-4
  • Cat. No. CS-0036628
  • Purity ≥97%
  • MDL No. MFCD11655879
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₀O₃
  • Molecular Weight 178.18
  • Synonym(s) 5-Hydroxy-6-methoxy-1-indanone
  • SMILES O=C1CCC2=C1C=C(OC)C(O)=C2

Description

5-Hydroxy-6-methoxy-2,3-dihydro-1H-inden-1-one features a fused bicyclic core with strategically positioned hydroxyl and methoxy groups, enabling selective functionalization in synthetic routes. The electron-rich indenone scaffold supports diverse transformations under mild conditions, while the hydroxyl moiety enhances solubility and facilitates conjugation. This bench-stable compound serves as a key intermediate in the synthesis of bioactive heterocycles and natural product analogs.

Application

5-Hydroxy-6-methoxy-2,3-dihydro-1H-inden-1-one serves as a versatile scaffold for the synthesis of bioactive heterocycles and natural product analogs. Its ortho-hydroxy ketone functionality enables facile cyclization and metal-catalyzed coupling reactions, while the methoxy group enhances solubility and modulates electronic properties. The compound exhibits good bench stability and is amenable to standard purification techniques, facilitating its use in iterative synthetic sequences.

Synthesis

  • Route1

    References

    • Saa, Jose M.; Marti, Catalina; Garcia-Raso, Angel Journal of Organic Chemistry, 1992 , vol. 57, # 2 p. 589 - 594
  • Route2

    References

    • Cannon, Joseph G.; Walker, Kathleen A.; Montanari, Antonio; Long, John Paul; Flynn, Jan R. Journal of Medicinal Chemistry, 1990 , vol. 33, # 7 p. 2000 - 2006
  • Route3

    References

    • European Journal of Organic Chemistry, , # 9 p. 1681 - 1686

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
Precautionary Statements : P264-P270-P280-P302+P352-P330-P362+P364-P501

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Computational Chemistry Data

  • TPSA   46.53
  • LogP   1.5297
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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