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CS-W001157 4
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2-Boc-Aminothiazole-5-carboxylic acid

  • CAS No. 302964-02-9

  • Cat. No. CS-W003341
  • Purity≥98%
  • MDL No.MFCD06796614

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

2-Boc-Aminothiazole-5-carboxylic acid|CS-W003341

Structure of 302964-02-9

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General Information

  • CAS No. 302964-02-9
  • Cat. No. CS-W003341
  • Purity ≥98%
  • MDL No. MFCD06796614
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₂N₂O₄S
  • Molecular Weight 244.27
  • Synonym(s) 2-tert-Butoxycarbonylamino-thiazole-5-carboxylic acid
  • SMILES O=C(Nc1ncc(s1)C(=O)O)OC(C)(C)C

Description

2-Boc-Aminothiazole-5-carboxylic acid features a protected amine and carboxylic acid functional group on a thiazole scaffold, enabling direct incorporation into peptide-like architectures. The Boc group ensures stability during synthesis and facilitates selective deprotection under mild acidic conditions. This bifunctional building block supports efficient access to heterocyclic scaffolds in medicinal chemistry and materials science.

Application

2-Boc-Aminothiazole-5-carboxylic acid serves as a versatile building block for the synthesis of thiazole-based heterocycles, enabling efficient access to medicinally relevant scaffolds. The Boc group provides stable protection of the amine under standard reaction conditions, while the carboxylic acid functionality facilitates direct coupling or derivatization. This compound exhibits excellent bench stability and compatibility with common synthetic protocols, including amide bond formation and transition-metal-catalyzed cross-couplings. Its defined reactivity profile makes it ideal for modular construction in medicinal chemistry campaigns targeting kinase inhibitors and other bioactive molecules.

Synthesis

  • Route1

    References

    • BRISTOL-MYERS SQUIBB COMPANY Patent: WO2009/100171 A1, 2009 ; Location in patent: Page/Page column 109 ;
  • Route2
    • Methyl 2-{[(tert-butoxy)carbonyl]amino}-1,3-thiazole-5-carboxylate|CS-0183491
      745078-03-9
    • ~%
    • In-stock
      2-Boc-Aminothiazole-5-carboxylic acid|CS-W003341
      302964-02-9

    References

    • WO2011/115758 A1, ; Page/Page column 8 ;
  • Route3

    References

    • WO2012/51450 A1, ; Page/Page column 27 ; WO 2012/051450 A1

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   88.52
  • LogP   2.1883
  • H_Acceptors   5
  • H_Donors   2
  • Rotatable_Bonds   2

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