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CS-W001157 4
Total: USD 88.00

1-Boc-3-Hydroxymethylindole

  • CAS No. 96551-22-3

  • Cat. No. CS-W005763
  • Molecule weight247.29
  • Purity≥98%
  • MDL No.MFCD05864717

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

1-Boc-3-Hydroxymethylindole|CS-W005763

Structure of 96551-22-3

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General Information

  • CAS No. 96551-22-3
  • Cat. No. CS-W005763
  • Purity ≥98%
  • MDL No. MFCD05864717
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₇NO₃
  • Molecular Weight 247.29
  • Synonym(s) tert-Butyl 3-(hydroxymethyl)-1H-indole-1-carboxylate
  • SMILES C(=O)(OC(C)(C)C)[N]2C1=CC=CC=C1C(=C2)CO

Description

1-Boc-3-Hydroxymethylindole features a protected indole scaffold with a hydroxymethyl side chain, enabling selective functionalization in complex molecule synthesis. The Boc group ensures stability during handling and reaction sequences, while the pendant hydroxyl offers direct access to ether or ester derivatives. This reagent integrates cleanly into multistep pathways requiring controlled indole modification under standard conditions.

Application

1-Boc-3-Hydroxymethylindole serves as a versatile building block for indole-based medicinal chemistry, enabling efficient access to functionalized scaffolds. The Boc group provides excellent stability and orthogonal deprotection under mild acidic conditions, while the hydroxymethyl functionality facilitates downstream transformations such as oxidation to aldehyde, ether formation, or coupling reactions. Its compatibility with standard peptide and heterocyclic synthesis protocols makes it a practical choice for iterative library construction in R&D workflows.

Synthesis

  • Route1

    References

    • Schoellkopf, Ulrich; Lonsky, Ralph; Lehr, Philipp Liebigs Annalen der Chemie, 1985 , # 2 p. 413 - 417
  • Route2

    References

    • Takeda Pharmaceutical Company Limited Patent: EP1559422 A1, 2005 ; Location in patent: Page/Page column 130 ; EP 1559422 A1
  • Route3

    References

    • WO2008/110793 A1, ; Page/Page column 111 ;

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

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Computational Chemistry Data

  • TPSA   51.46
  • LogP   2.9168
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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