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CS-W001157 4
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5-((tert-Butoxycarbonyl)amino)-2-methoxyisonicotinic acid

  • CAS No. 183741-86-8

  • Cat. No. CS-0050704
  • Purity≥98%
  • MDL No.None

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

5-((tert-Butoxycarbonyl)amino)-2-methoxyisonicotinic acid|CS-0050704

Structure of 183741-86-8

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General Information

  • CAS No. 183741-86-8
  • Cat. No. CS-0050704
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₆N₂O₅
  • Molecular Weight 268.27
  • Synonym(s) 5-(Tert-butoxycarbonylamino)-2-methoxypyridine-4-carboxylic acid
  • SMILES COC1=NC=C(NC(=O)OC(C)(C)C)C(=C1)C(O)=O

Description

This protected pyridine carboxylic acid features a tert-butoxycarbonyl group that enables selective deprotection during peptide coupling, while the methoxy substituent enhances solubility and modulates electronic properties. The scaffold serves as a key intermediate in synthesizing bioactive heterocycles and pharmaceutical candidates requiring controlled functionalization.

Application

5-((tert-Butoxycarbonyl)amino)-2-methoxyisonicotinic acid serves as a versatile building block for the synthesis of bioactive heterocycles and medicinal chemistry intermediates. The tert-butoxycarbonyl (Boc) group provides stable protection of the primary amine, enabling orthogonal deprotection under mild acidic conditions. The methoxy and carboxylic acid functionalities offer complementary sites for derivatization, supporting diverse coupling reactions and cyclization strategies in peptide and small-molecule synthesis. Its bench-stable, crystalline form facilitates handling and purification.

Synthesis

  • Route1
    • null|null
      124-38-9
    • In-stock
      TERT-BUTYL 6-METHOXYPYRIDIN-3-YLCARBAMATE|CS-0037583
      183741-80-2
    • ~67%
    • In-stock
      5-((tert-Butoxycarbonyl)amino)-2-methoxyisonicotinic acid|CS-0050704
      183741-86-8

    References

    • Rewcastle, Gordon W.; Denny, William A.; Winters, R. Thomas; Colbry, Norman L.; Showalter, H. D. Hollis Journal of the Chemical Society - Perkin Transactions 1, 1996 , # 18 p. 2221 - 2226
  • Route2

    References

    • Journal of the Chemical Society - Perkin Transactions 1, , # 18 p. 2221 - 2226
  • Route3

    References

    • Journal of the Chemical Society - Perkin Transactions 1, , # 18 p. 2221 - 2226

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

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Computational Chemistry Data

  • TPSA   97.75
  • LogP   2.1354
  • H_Acceptors   5
  • H_Donors   2
  • Rotatable_Bonds   3

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