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CS-W001157 4
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Tert-butyl n-(4-amino-2-methoxyphenyl)carbamate

  • CAS No. 190851-19-5

  • Cat. No. CS-0249303
  • Molecule weight238.28
  • Purity≥95%
  • MDL No.None

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

Tert-butyl n-(4-amino-2-methoxyphenyl)carbamate|CS-0249303

Structure of 190851-19-5

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General Information

  • CAS No. 190851-19-5
  • Cat. No. CS-0249303
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₈N₂O₃
  • Molecular Weight 238.28
  • Synonym(s) tert-Butyl (4-amino-2-methoxyphenyl)carbamate
  • SMILES O=C(OC(C)(C)C)NC1=CC=C(N)C=C1OC

Description

Tert-butyl N-(4-amino-2-methoxyphenyl)carbamate features a protected aniline scaffold with a methoxy group at the ortho position, enhancing solubility and stability. This bench-stable derivative enables direct incorporation into peptide coupling sequences and serves as a key intermediate in the synthesis of bioactive arylamines.

Application

Tert-butyl N-(4-amino-2-methoxyphenyl)carbamate serves as a versatile protected amine intermediate in medicinal chemistry synthesis. The tert-butyl carbamate group provides excellent bench stability and orthogonal deprotection under mild acidic conditions. The 4-amino-2-methoxyphenyl moiety enables direct coupling reactions for constructing biologically relevant scaffolds, including kinase inhibitors and CNS-targeted compounds. Functional group tolerance supports subsequent derivatization via amide formation, Suzuki coupling, or electrophilic substitution, making it a practical building block for lead optimization campaigns.

Synthesis

  • Route1

    References

    • Kim, Hwan Myung; An, Myoung Jin; Hong, Jin Hee; Jeong, Byeong Ha; Kwon, Ohyun; Hyon, Ju-Yong; Hong, Seok-Cheol; Lee, Kyoung J.; Cho, Bong Rae Angewandte Chemie - International Edition, 2008 , vol. 47, # 12 p. 2231 - 2234

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

Quality Control

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Computational Chemistry Data

  • TPSA   73.58
  • LogP   2.6244
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   2

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