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CS-W001157 4
Total: USD 88.00

4-Benzyloxyindole

  • CAS No. 20289-26-3

  • Cat. No. CS-W002228
  • Purity≥96%
  • MDL No.MFCD00047200

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

4-Benzyloxyindole|CS-W002228

Structure of 20289-26-3

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General Information

  • CAS No. 20289-26-3
  • Cat. No. CS-W002228
  • Purity ≥96%
  • MDL No. MFCD00047200
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₁₃NO
  • Molecular Weight None
  • Synonym(s) 4-(Phenylmethoxy)-1H-indole; 4-Benzyloxyindole
  • SMILES C12=C(NC=C2)C=CC=C1OCC3=CC=CC=C3

Description

4-Benzyloxyindole integrates a benzyl ether moiety at the 4-position of the indole scaffold, enhancing solubility and stability in organic synthesis. This derivative serves as a key intermediate in the development of bioactive heterocycles, particularly in medicinal chemistry applications involving indole-based scaffolds.

Application

4-Benzyloxyindole serves as a versatile building block in medicinal chemistry, enabling efficient access to indole-based scaffolds through mild deprotection under hydrogenolysis conditions. The benzyloxy group provides excellent stability during standard synthetic manipulations and exhibits high functional group tolerance, facilitating downstream derivatization at the indole nitrogen or C3 position. Its bench-stable nature and compatibility with common coupling reactions make it a practical choice for the synthesis of bioactive heterocycles and API intermediates.

Synthesis

  • Route1
    • In-stock
      4-Hydroxyindole|CS-D1727
      2380-94-1
    • null|null
      100-39-0
    • ~95%
    • In-stock
      4-Benzyloxyindole|CS-W002228
      20289-26-3

    References

    • McCormick, Kevin D.; Kobayashi, Kazumi; Goldin, Stanley M.; Laxma Reddy; Meinwald, Jerrold Tetrahedron, 1993 , vol. 49, # 48 p. 11155 - 11168
  • Route2
    • null|null
      117609-04-8
    • ~90%
    • In-stock
      4-Benzyloxyindole|CS-W002228
      20289-26-3

    References

    • Lloyd, David H.; Nicholas, David E. Journal of Organic Chemistry, 1986 , vol. 51, # 22 p. 4294 - 4295
  • Route3

    References

    • Journal of Organic Chemistry, , vol. 51, # 22 p. 4294 - 4295

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352

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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