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Methyl (S)-2-amino-3-((tert-butoxycarbonyl)amino)-3-methylbutanoate

  • CAS No. 1093192-07-4

  • Cat. No. CS-0035846
  • Purity≥95%
  • MDL No.MFCD16293742

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

Methyl (S)-2-amino-3-((tert-butoxycarbonyl)amino)-3-methylbutanoate|CS-0035846

Structure of 1093192-07-4

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General Information

  • CAS No. 1093192-07-4
  • Cat. No. CS-0035846
  • Purity ≥95%
  • MDL No. MFCD16293742
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₂₂N₂O₄
  • Molecular Weight 246.30
  • Synonym(s) (S)-Methyl-2-aMino-3-(tert-butoxycarbonylaMino)-3-Methylbutanoate
  • SMILES N[C@@H](C(C)(NC(OC(C)(C)C)=O)C)C(OC)=O

Description

Methyl (S)-2-amino-3-((tert-butoxycarbonyl)amino)-3-methylbutanoate is a chiral amino acid derivative featuring a protected α-amino group and a tert-butoxycarbonyl (Boc) handle. This bench-stable building block integrates seamlessly into peptide synthesis workflows, enabling efficient access to complex peptidomimetics and bioactive scaffolds under standard conditions.

Application

Methyl (S)-2-amino-3-((tert-butoxycarbonyl)amino)-3-methylbutanoate serves as a key chiral building block for the synthesis of β-amino acid derivatives and peptidomimetics. The protected α-amino group enables orthogonal handling in multistep syntheses, while the methyl ester facilitates selective transformations. Bench-stable and readily purified by chromatography, it functions effectively in standard coupling and deprotection sequences used in medicinal chemistry and API development.

Synthesis

  • Route1
    • (S)-Methyl 3-((tert-butoxycarbonyl)amino)-3-methyl-2-(((S)-1-phenylethyl)amino)butanoate|CS-0158184
      1093192-06-3
    • ~92%
    • In-stock
      Methyl (S)-2-amino-3-((tert-butoxycarbonyl)amino)-3-methylbutanoate|CS-0035846
      1093192-07-4

    References

    • DUKE UNIVERSITY; ZHOU, Pei; TOONE, Eric, J. Patent: WO2012/31298 A2, 2012 ; Location in patent: Page/Page column 121-122 ; WO 2012/031298 A2
  • Route2
    • (S)-3-methyl-3-nitro-2-(((S)-1-phenylethyl)amino)butanoic acid|CS-0450920
      1093192-03-0
    • ~%
    • In-stock
      Methyl (S)-2-amino-3-((tert-butoxycarbonyl)amino)-3-methylbutanoate|CS-0035846
      1093192-07-4

    References

    • WO2012/31298 A2, ; WO 2012/031298 A2
  • Route3
    • Methyl (S)-3-methyl-3-nitro-2-(((S)-1-phenylethyl)amino)butanoate|CS-0440786
      1093192-04-1
    • ~%
    • In-stock
      Methyl (S)-2-amino-3-((tert-butoxycarbonyl)amino)-3-methylbutanoate|CS-0035846
      1093192-07-4

    References

    • WO2012/31298 A2, ; WO 2012/031298 A2

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   90.65
  • LogP   0.79
  • H_Acceptors   5
  • H_Donors   2
  • Rotatable_Bonds   3

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