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CS-W001157 4
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2-(Benzyloxy)aniline

  • CAS No. 20012-63-9

  • Cat. No. CS-W013204
  • Purity≥95%
  • MDL No.MFCD03093873

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

2-(Benzyloxy)aniline|CS-W013204

Structure of 20012-63-9

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General Information

  • CAS No. 20012-63-9
  • Cat. No. CS-W013204
  • Purity ≥95%
  • MDL No. MFCD03093873
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₃NO
  • Molecular Weight 199.25
  • Synonym(s) Benzenamine,2-(phenylmethoxy)-
  • SMILES NC1=CC=CC=C1OCC2=CC=CC=C2

Description

It could react with 1,2,3-trimethoxy-benzene, and obtain the 4-oxo-4-(2,3,4-trimethoxy-phenyl)-butyric acid methyl ester. This reaction needs the reagent of PPA. Butanedioic Acid 1-Methyl Ester is an intermediate in the synthesis of agonist to both GHB and GABAB neural receptors, exhibiting neurotransmitter-like effects.

Application

2-(Benzyloxy)aniline serves as a versatile building block in medicinal chemistry, enabling efficient access to biologically relevant heterocyclic scaffolds. Its ortho-hydroxybenzylamine motif supports robust functionalization, including electrophilic aromatic substitution and transition-metal-catalyzed coupling reactions. The benzyloxy group provides excellent stability and orthogonal protection for phenolic functionalities, facilitating selective deprotection during synthesis. This compound exhibits favorable bench stability and ease of purification, making it well-suited for scalable applications in API development.

Synthesis

  • Route1
    • 1-(Benzyloxy)-2-nitrobenzene|CS-W010388
      4560-41-2
    • ~98%
    • In-stock
      2-(Benzyloxy)aniline|CS-W013204
      20012-63-9

    References

    • Daiichi Pharmaceutical Co., LTD. Patent: US2003/78249 A1, 2003 ;
  • Route2
    • null|null
      850913-48-3
    • ~92%
    • In-stock
      2-(Benzyloxy)aniline|CS-W013204
      20012-63-9

    References

    • GLAXO GROUP LIMITED Patent: WO2005/37786 A1, 2005 ; Location in patent: Page/Page column 31 ; WO 2005/037786 A1
  • Route3
    • null|null
      20012-60-6
    • ~84%
    • In-stock
      2-(Benzyloxy)aniline|CS-W013204
      20012-63-9

    References

    • Li, Yue; Chen, Shu-Han; Ou, Tian-Miao; Tan, Jia-Heng; Li, Ding; Gu, Lian-Quan; Huang, Zhi-Shu Bioorganic and Medicinal Chemistry, 2011 , vol. 19, # 6 p. 2074 - 2083

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   35.25
  • LogP   2.8478
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   3

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