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CS-W001157 4
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Methyl 2-(4-aminophenoxy)acetate

  • CAS No. 59954-04-0

  • Cat. No. CS-0187807
  • Purity≥97%
  • MDL No.None

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

Methyl 2-(4-aminophenoxy)acetate|CS-0187807

Structure of 59954-04-0

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General Information

  • CAS No. 59954-04-0
  • Cat. No. CS-0187807
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₁NO₃
  • Molecular Weight 181.19
  • Synonym(s) Methyl (4-aminophenoxy)acetate
  • SMILES COC(=O)COC1=CC=C(C=C1)N

Description

Methyl 2-(4-aminophenoxy)acetate features a para-aminophenoxy linker that enables efficient coupling in bioconjugation workflows. The ester group supports derivatization under mild conditions, while the aniline moiety offers synthetic versatility for downstream modifications. This compound serves as a key intermediate in developing targeted pharmaceuticals and functionalized polymers.

Application

Methyl 2-(4-aminophenoxy)acetate serves as a versatile building block in medicinal chemistry, enabling efficient access to bioactive heterocycles and pharmaceutical intermediates. Its ortho-positioned amine and ester functionalities offer complementary reactivity for sequential derivatization—facilitating coupling reactions, cyclizations, and conjugation strategies. The compound exhibits excellent bench stability and simplifies purification due to its well-defined polarity profile, making it ideal for scalable synthesis workflows.

Synthesis

  • Route1
    • Methyl 2-(4-nitrophenoxy)acetate|CS-0715501
      19786-48-2
    • ~95%
    • In-stock
      Methyl 2-(4-aminophenoxy)acetate|CS-0187807
      59954-04-0

    References

    • Oguchi; Wada; Honma; Tanaka; Kaneko; Sakakibara; Ohsumi; Serizawa; Fujiwara; Horikoshi; Fujita Journal of Medicinal Chemistry, 2000 , vol. 43, # 16 p. 3052 - 3066
  • Route2
    • Methyl 2-(4-((tert-butoxycarbonyl)amino)phenoxy)acetate|CS-0331537
      632388-02-4
    • ~83%
    • In-stock
      Methyl 2-(4-aminophenoxy)acetate|CS-0187807
      59954-04-0

    References

    • MERCK PATENT GMBH Patent: WO2003/103567 A2, 2003 ; Location in patent: Page 33-34 ;
  • Route3
    • null|null
      100-02-7
    • ~%
    • In-stock
      Methyl 2-(4-aminophenoxy)acetate|CS-0187807
      59954-04-0

    References

    • Journal of Medicinal Chemistry, , vol. 43, # 16 p. 3052 - 3066

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   61.55
  • LogP   0.8206
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   3

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