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CS-W001157 4
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3-[[(1,1-Dimethylethoxy)carbonyl]amino]-3-methylbutanoic acid

  • CAS No. 129765-95-3

  • Cat. No. CS-D1552
  • Purity≥95%
  • MDL No.MFCD09031500

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

3-[[(1,1-Dimethylethoxy)carbonyl]amino]-3-methylbutanoic acid|CS-D1552

Structure of 129765-95-3

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General Information

  • CAS No. 129765-95-3
  • Cat. No. CS-D1552
  • Purity ≥95%
  • MDL No. MFCD09031500
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₉NO₄
  • Molecular Weight 217.26
  • Synonym(s) 3-(tert-Butoxycarbonylamino)-3-methylbutanoic acid; 3-[(tert-Butoxycarbonyl)amino]-3-methylbutyric acid; 3-((tert-Butoxycarbonyl)amino)-3-methylbutanoic acid
  • SMILES CC(C)(NC(OC(C)(C)C)=O)CC(O)=O

Description

This carbamate-protected amino acid derivative features a tert-butoxycarbonyl group flanking a branched aliphatic chain, enabling stable incorporation into peptide synthesis workflows. The sterically hindered methyl substitution enhances resistance to racemization during coupling reactions.

Application

3-[[(1,1-Dimethylethoxy)carbonyl]amino]-3-methylbutanoic acid serves as a stable, bench-ready amino acid equivalent for peptide synthesis, enabling efficient incorporation of N-tert-butoxycarbonyl (Boc)-protected valine derivatives. Its sterically hindered α-carbon enhances selectivity in coupling reactions, while the Boc group offers orthogonal protection compatible with standard deprotection protocols. The molecule facilitates clean functionalization and simplifies purification in multi-step syntheses.

Synthesis

  • Route1

    References

    • US2010/204274 A1, ; Page/Page column 30 ; US 20100204274 A1
  • Route2
    • Ethyl 3-((tert-butoxycarbonyl)amino)-3-methylbutanoate|CS-0151540
      130985-42-1
    • ~79%
    • In-stock
      3-[[(1,1-Dimethylethoxy)carbonyl]amino]-3-methylbutanoic acid|CS-D1552
      129765-95-3

    References

    • Journal of Medicinal Chemistry, , vol. 34, # 2 p. 633 - 642
  • Route3
    • null|null
      133466-99-6
    • ~%
    • In-stock
      3-[[(1,1-Dimethylethoxy)carbonyl]amino]-3-methylbutanoic acid|CS-D1552
      129765-95-3

    References

    • Journal of Medicinal Chemistry, , vol. 49, # 1 p. 373 - 380

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   75.63
  • LogP   1.7644
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   3

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