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3,5-Dimethoxybenzyl amine

  • CAS No. 34967-24-3

  • Cat. No. CS-W010798
  • Purity≥98%
  • MDL No.MFCD00052813

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

3,5-Dimethoxybenzyl amine|CS-W010798

Structure of 34967-24-3

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General Information

  • CAS No. 34967-24-3
  • Cat. No. CS-W010798
  • Purity ≥98%
  • MDL No. MFCD00052813
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₃NO₂
  • Molecular Weight 167.21
  • Synonym(s) benzenemethanamine, 3,5-dimethoxy-
  • SMILES COC1=CC(=CC(=C1)CN)OC

Description

3,5-Dimethoxybenzyl amine features a benzylamine scaffold adorned with two methoxy groups at the 3 and 5 positions, delivering enhanced solubility and stability. This electron-rich aryl moiety facilitates efficient coupling reactions in peptide synthesis and medicinal chemistry. The protected amine group enables straightforward derivatization, while the dimethoxy substitution improves metabolic resistance. Ideal for building bioactive scaffolds requiring hydrophilic character and robust handling under standard conditions.

Application

3,5-Dimethoxybenzyl amine serves as a versatile building block in medicinal chemistry, enabling the synthesis of bioactive scaffolds through amide coupling and reductive amination. Its electron-donating methoxy groups enhance solubility and metabolic stability, while the benzylic amine functionality offers high reactivity in standard coupling protocols. Bench-stable and readily purified by chromatography or crystallization, it functions efficiently in both small-molecule library synthesis and API intermediate development.

Synthesis

  • Route1

    References

    • Journal of Medicinal Chemistry, , vol. 49, # 21 p. 6197 - 6208
  • Route2

    References

    • Chemische Berichte, , vol. 101, # 10 p. 3623 - 3641
  • Route3
    • 3,5-Dimethoxyphenol Phloroglucinol|CS-0369535
      500-99-2
    • ~%
    • In-stock
      3,5-Dimethoxybenzyl amine|CS-W010798
      34967-24-3

    References

    • Organic Letters, , vol. 14, # 11 p. 2818 - 2821

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3259
Class : 8
Packing Group : Ⅲ
Hazard Statements : H314
Precautionary Statements : P260-P264-P280-P301+P330+P331-P304+P340-P363-P405-P501

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Computational Chemistry Data

  • TPSA   44.48
  • LogP   1.1625
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   3

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