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CS-W001157 4
Total: USD 88.00

tert-Butyl (4-methoxyphenyl)carbamate

  • CAS No. 18437-68-8

  • Cat. No. CS-0038620
  • Purity≥98%
  • MDL No.MFCD00816766

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

tert-Butyl (4-methoxyphenyl)carbamate|CS-0038620

Structure of 18437-68-8

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General Information

  • CAS No. 18437-68-8
  • Cat. No. CS-0038620
  • Purity ≥98%
  • MDL No. MFCD00816766
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₇NO₃
  • Molecular Weight 223.27
  • Synonym(s) TERT-BUTYL-4-METHOXYCARBANILATE
  • SMILES CC(C)(C)OC(=O)NC1=CC=C(C=C1)OC

Description

tert-Butyl (4-methoxyphenyl)carbamate serves as a robust protecting group for primary amines, offering enhanced stability under acidic conditions. The para-methoxy substituent imparts electron-donating character, improving compatibility with diverse reaction sequences. This derivative facilitates selective deprotection in mild conditions, enabling efficient synthesis of functionalized arylamines.

Application

tert-Butyl (4-methoxyphenyl)carbamate serves as a stable, bench-ready amino protecting group for primary amines, enabling efficient N-alkylation and coupling reactions. Its orthogonality to standard deprotection conditions facilitates sequential functionalization in complex molecule synthesis. The 4-methoxyphenyl moiety enhances solubility and simplifies purification via chromatography, while the tert-butyl carbamate fragment is readily removed under mild acidic conditions, making it ideal for peptide and medicinal chemistry applications.

Synthesis

  • Route1
    • In-stock
      Di-tert-butyl dicarbonate|CS-0017817
      24424-99-5
    • null|null
      104-94-9
    • ~99%
    • In-stock
      tert-Butyl (4-methoxyphenyl)carbamate|CS-0038620
      18437-68-8

    References

    • Sunitha, Sadula; Kanjilal, Sanjit; Reddy, P. Srinivasa; Prasad, Rachapudi B.N. Tetrahedron Letters, 2008 , vol. 49, # 16 p. 2527 - 2532
  • Route2
    • null|null
      104-92-7
    • In-stock
      tert-Butyl carbamate|CS-D1170
      4248-19-5
    • ~99%
    • In-stock
      tert-Butyl (4-methoxyphenyl)carbamate|CS-0038620
      18437-68-8

    References

    • Isley, Nicholas A.; Dobarco, Sebastian; Lipshutz, Bruce H. Green Chemistry, 2014 , vol. 16, # 3 p. 1480 - 1488
  • Route3
    • null|null
      1111249-38-7
    • ~94%
    • In-stock
      tert-Butyl (4-methoxyphenyl)carbamate|CS-0038620
      18437-68-8

    References

    • Ankner, Tobias; Hilmersson, Goeran Organic Letters, 2009 , vol. 11, # 3 p. 503 - 506

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   47.56
  • LogP   3.0422
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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