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CS-W001157 4
Total: USD 88.00

Methyl 3-amino-2-(methoxycarbonyl)benzoate

  • CAS No. 34529-06-1

  • Cat. No. CS-W019874
  • Purity≥97%
  • MDL No.MFCD09029586

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

Methyl 3-amino-2-(methoxycarbonyl)benzoate|CS-W019874

Structure of 34529-06-1

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General Information

  • CAS No. 34529-06-1
  • Cat. No. CS-W019874
  • Purity ≥97%
  • MDL No. MFCD09029586
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₁NO₄
  • Molecular Weight 209.20
  • Synonym(s) 1,2-Benzenedicarboxylic acid, 3-amino-, dimethyl ester (9CI); Phthalic acid, 3-amino-, dimethyl ester (6CI); Dimethyl 3-aminophthalate; 3-Amino-phthalic acid dimethyl ester
  • SMILES NC1=CC=CC(C(OC)=O)=C1C(OC)=O

Description

Methyl 3-amino-2-(methoxycarbonyl)benzoate features a strategically positioned amino group flanked by electron-withdrawing ester and carbonyl functionalities, enabling direct incorporation into heterocyclic scaffolds. This bench-stable derivative serves as a key intermediate in the synthesis of bioactive compounds, particularly within pharmaceutical and agrochemical development workflows.

Application

Methyl 3-amino-2-(methoxycarbonyl)benzoate serves as a versatile building block in medicinal chemistry, enabling the synthesis of biologically active heterocycles and pharmaceutical intermediates. Its ortho-ester and amino functionalities offer complementary reactivity for coupling, cyclization, and derivatization processes. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for scalable synthetic workflows.

Synthesis

  • Route1
    • Dimethyl 3-nitrophthalate|CS-M2983
      13365-26-9
    • ~97%
    • In-stock
      Methyl 3-amino-2-(methoxycarbonyl)benzoate|CS-W019874
      34529-06-1

    References

    • Vinod, Thottumkara K.; Thottumkara, Arun P. Patent: US2004/30187 A1, 2004 ; Location in patent: Page 2; Sheet 1 ;
  • Route2
    • null|null
      67-56-1
    • In-stock
      3-Nitrophthalic acid|CS-0008519
      603-11-2
    • null|null
      75-03-6
    • ~%
    • In-stock
      Methyl 3-amino-2-(methoxycarbonyl)benzoate|CS-W019874
      34529-06-1
    • Apremilast Impurity 151|CS-1004375
      62351-80-8

    References

    • WO2013/97226 A1, ; Page/Page column 48; 49 ;
  • Route3
    • null|null
      110036-10-7
    • ~94%
    • In-stock
      Methyl 3-amino-2-(methoxycarbonyl)benzoate|CS-W019874
      34529-06-1

    References

    • Differding, Edmond; Vandevelde, Oscar; Roekens, Bertrand; Van, Tran Trieu; Ghosez, Leon Tetrahedron Letters, 1987 , vol. 28, # 4 p. 397 - 400

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   78.62
  • LogP   0.842
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   2

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