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CS-W001157 4
Total: USD 88.00

2-Amino-3,3-dimethylbutanoic acid

  • CAS No. 33105-81-6

  • Cat. No. CS-W002302
  • Purity≥98%
  • MDL No.MFCD00065933

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

2-Amino-3,3-dimethylbutanoic acid|CS-W002302

Structure of 33105-81-6

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General Information

  • CAS No. 33105-81-6
  • Cat. No. CS-W002302
  • Purity ≥98%
  • MDL No. MFCD00065933
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₃NO₂
  • Molecular Weight 131.17
  • Synonym(s) None
  • SMILES O=C(O)C(N)C(C)(C)C

Description

2-Amino-3,3-dimethylbutanoic acid features a sterically hindered tertiary carbon adjacent to the carboxyl group, enhancing its metabolic stability. This structural motif enables robust incorporation into peptide sequences without racemization, making it valuable for synthetic peptide applications requiring resistance to enzymatic degradation.

Application

2-Amino-3,3-dimethylbutanoic acid serves as a valuable building block in peptide synthesis and medicinal chemistry, offering a sterically hindered α-amino acid scaffold with enhanced metabolic stability. Its tertiary β-carbon facilitates resistance to enzymatic degradation while maintaining compatibility with standard coupling protocols. The molecule exhibits good bench stability and simplifies purification due to its crystalline nature and defined pKa profile, enabling efficient incorporation into complex molecular architectures.

Synthesis

  • Route1

    References

    • DIVI'S LABORATORIES LIMITED Patent: US2012/245379 A1, 2012 ; Location in patent: Page/Page column 3 ;
  • Route2

    References

    • Hoppe-Seyler's Zeitschrift fuer Physiologische Chemie, , vol. 148, p. 311 Hoppe-Seyler's Zeitschrift fuer Physiologische Chemie, , vol. 170, p. 187,195
  • Route3
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      62965-34-8
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    • In-stock
      2-Amino-3,3-dimethylbutanoic acid|CS-W002302
      33105-81-6

    References

    • Hoppe-Seyler's Zeitschrift fuer Physiologische Chemie, , vol. 228, p. 193

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   63.32
  • LogP   0.4444
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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