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CS-W001157 4
Total: USD 88.00

7-(Benzyloxy)-1H-indole

  • CAS No. 20289-27-4

  • Cat. No. CS-W007899
  • Purity≥98%
  • MDL No.MFCD00037974

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

7-(Benzyloxy)-1H-indole|CS-W007899

Structure of 20289-27-4

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General Information

  • CAS No. 20289-27-4
  • Cat. No. CS-W007899
  • Purity ≥98%
  • MDL No. MFCD00037974
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₁₃NO
  • Molecular Weight None
  • Synonym(s) 7-benzyloxyindole crystalline
  • SMILES C2=C(C1=C(C=C[NH]1)C=C2)OCC3=CC=CC=C3

Application

7-(Benzyloxy)-1H-indole serves as a versatile building block in medicinal chemistry, enabling efficient access to indole-based scaffolds through orthogonal functionalization. The benzyloxy group provides robust protection for the phenolic hydroxyl and can be selectively removed under mild conditions, facilitating downstream derivatization. Its stability under standard reaction protocols and compatibility with diverse coupling reactions make it a practical choice for synthesizing complex heterocyclic systems and API intermediates.

Synthesis

  • Route1
    • null|null
      876862-89-4
    • ~60%
    • In-stock
      7-(Benzyloxy)-1H-indole|CS-W007899
      20289-27-4

    References

    • Akao, Atsushi; Sato, Kimihiko; Nonoyama, Nobuaki; Mase, Toshiaki; Yasuda, Nobuyoshi Tetrahedron Letters, 2006 , vol. 47, # 6 p. 969 - 972
  • Route2

    References

    • Ueda, Hirofumi; Satoh, Hitoshi; Sugimoto, Kenji; Tokuyama, Hidetoshi; Matsumoto, Koji; Fukuyama, Tohru Angewandte Chemie, International Edition, 2009 , vol. 48, # 41 p. 7600 - 7603
  • Route3
    • null|null
      876862-89-4
    • ~48%
    • In-stock
      1H-Indol-7-ol|CS-W005047
      2380-84-9
    • In-stock
      7-(Benzyloxy)-1H-indole|CS-W007899
      20289-27-4

    References

    • Tetrahedron Letters, , vol. 47, # 6 p. 969 - 972

Safety Information

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GHS Pictogram : N/A
GHS No : N/A
Signal Word : N/A
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

Quality Control

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Computational Chemistry Data

  • TPSA   25.02
  • LogP   3.7469
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   3

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