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CS-W001157 4
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tert-Butyl (2-hydroxyphenyl)carbamate

  • CAS No. 186663-74-1

  • Cat. No. CS-0031385
  • Purity≥97%
  • MDL No.MFCD06411300

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

tert-Butyl (2-hydroxyphenyl)carbamate|CS-0031385

Structure of 186663-74-1

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General Information

  • CAS No. 186663-74-1
  • Cat. No. CS-0031385
  • Purity ≥97%
  • MDL No. MFCD06411300
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₅NO₃
  • Molecular Weight 209.24
  • Synonym(s) N-Boc-2-aminophenol
  • SMILES O=C(NC1=CC=CC=C1O)OC(C)(C)C

Description

tert-Butyl (2-hydroxyphenyl)carbamate delivers a protected hydroxyl group on a phenolic scaffold, enabling stable handling and selective deprotection under mild acidic conditions. This carbamate functionality integrates seamlessly into synthetic sequences requiring orthogonal protection strategies in complex molecule assembly.

Application

tert-Butyl (2-hydroxyphenyl)carbamate serves as a stable, bench-ready protecting group for ortho-hydroxyaniline derivatives. It enables selective protection of the amine in the presence of phenolic hydroxyls, facilitating downstream functionalization and heterocycle construction. The carbamate moiety is compatible with standard deprotection conditions (e.g., TFA), allowing straightforward access to free 2-aminophenol scaffolds used in pharmaceutical intermediates and agrochemical synthesis.

Synthesis

  • Route1
    • In-stock
      Di-tert-butyl dicarbonate|CS-0017817
      24424-99-5
    • null|null
      95-55-6
    • ~99%
    • In-stock
      tert-Butyl (2-hydroxyphenyl)carbamate|CS-0031385
      186663-74-1

    References

    • Chankeshwara, Sunay V.; Chakraborti, Asit K. Tetrahedron Letters, 2006 , vol. 47, # 7 p. 1087 - 1091
  • Route2
    • null|null
      1095280-61-7
    • ~87%
    • In-stock
      tert-Butyl (2-hydroxyphenyl)carbamate|CS-0031385
      186663-74-1

    References

    • Porzelle, Achim; Woodrow, Michael D.; Tomkinson, Nicholas C. O. European Journal of Organic Chemistry, 2008 , # 30 p. 5135 - 5143
  • Route3
    • null|null
      1095280-64-0
    • ~83%
    • In-stock
      tert-Butyl (2-hydroxyphenyl)carbamate|CS-0031385
      186663-74-1

    References

    • Porzelle, Achim; Woodrow, Michael D.; Tomkinson, Nicholas C. O. European Journal of Organic Chemistry, 2008 , # 30 p. 5135 - 5143

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-H317-H319
Precautionary Statements : P261-P264-P272-P280-P302+P352-P362-P501

Quality Control

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Computational Chemistry Data

  • TPSA   58.56
  • LogP   2.7392
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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