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CS-W001157 4
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tert-Butyl 6-hydroxy-1H-indole-1-carboxylate

  • CAS No. 898746-82-2

  • Cat. No. CS-W023020
  • Purity≥97%
  • MDL No.MFCD08272252

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

tert-Butyl 6-hydroxy-1H-indole-1-carboxylate|CS-W023020

Structure of 898746-82-2

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General Information

  • CAS No. 898746-82-2
  • Cat. No. CS-W023020
  • Purity ≥97%
  • MDL No. MFCD08272252
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₅NO₃
  • Molecular Weight 233.26
  • Synonym(s) N-BOC-6-METHOXYINDOLE
  • SMILES CC(C)(C)OC(=O)N1C=CC2=C1C=C(O)C=C2

Description

tert-Butyl 6-hydroxy-1H-indole-1-carboxylate features a hydroxylated indole core with a tert-butyl ester handle, offering enhanced solubility and stability under standard conditions. The electron-rich indole scaffold enables direct functionalization at C6, while the protecting group facilitates selective deprotection and downstream coupling in complex molecule synthesis.

Application

tert-Butyl 6-hydroxy-1H-indole-1-carboxylate serves as a versatile building block in medicinal chemistry, enabling regioselective functionalization at the 6-position of the indole core. The protected hydroxyl group offers enhanced stability and facilitates downstream transformations, including etherification, oxidation, or coupling reactions. Its bench-stable nature and compatibility with standard synthetic protocols make it well-suited for the construction of complex heterocyclic scaffolds and drug-like molecules.

Synthesis

  • Route1
    • Tert-butyl 6-(benzyloxy)-1H-indole-1-carboxylate|CS-0462167
      933474-39-6
    • ~%
    • In-stock
      tert-Butyl 6-hydroxy-1H-indole-1-carboxylate|CS-W023020
      898746-82-2

    References

    • Tetrahedron Letters, , vol. 46, # 52 p. 9013 - 9016
  • Route2

    References

    • Journal of the American Chemical Society, , vol. 129, # 19 p. 6336 - 6342
  • Route3

    References

    • Journal of the American Chemical Society, , vol. 129, # 19 p. 6336 - 6342

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   51.46
  • LogP   3.1301
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   0

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