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

  • CAS No. 154150-18-2

  • Cat. No. CS-0154411
  • Purity≥96%
  • MDL No.MFCD07127728

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

tert-Butyl (2-methoxyphenyl)carbamate|CS-0154411

Structure of 154150-18-2

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General Information

  • CAS No. 154150-18-2
  • Cat. No. CS-0154411
  • Purity ≥96%
  • MDL No. MFCD07127728
  • 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 N-(2-methoxyphenyl)carbamate
  • SMILES CC(C)(OC(NC1=CC=CC=C1OC)=O)C

Description

tert-Butyl (2-methoxyphenyl)carbamate delivers a protected amine handle with enhanced solubility and stability. The ortho-methoxy group modulates electronic properties, while the tert-butyl carbamate moiety ensures robust protection under standard conditions. This compound integrates seamlessly into peptide synthesis and medicinal chemistry workflows, enabling efficient deprotection with mild acid.

Application

tert-Butyl (2-methoxyphenyl)carbamate serves as a stable, bench-friendly amino protecting group for aniline derivatives, enabling selective N-alkylation and coupling reactions under mild conditions. Its ortho-methoxy substituent enhances solubility and facilitates orthogonal deprotection in multistep syntheses. The carbamate functionality is compatible with standard hydrogenolysis and acidolytic cleavage protocols, making it well-suited for the construction of complex heterocyclic scaffolds and peptide-like architectures in medicinal chemistry workflows.

Synthesis

  • Route1
    • In-stock
      Di-tert-butyl dicarbonate|CS-0017817
      24424-99-5
    • null|null
      90-04-0
    • ~97%
    • In-stock
      tert-Butyl (2-methoxyphenyl)carbamate|CS-0154411
      154150-18-2

    References

    • Nakamura, Itaru; Yamagishi, Uichiro; Song, Dschun; Konta, Sayaka; Yamamoto, Yoshinori Angewandte Chemie - International Edition, 2007 , vol. 46, # 13 p. 2284 - 2287
  • Route2

    References

    • Vo, Giang D.; Hartwig, John F. Journal of the American Chemical Society, 2009 , vol. 131, # 31 p. 11049 - 11061
  • Route3

    References

    • Falk, Florian C.; Froehlich, Roland; Paradies, Jan Chemical Communications, 2011 , vol. 47, # 39 p. 11095 - 11097

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-P330-P362+P364-P405-P501

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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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